[go: up one dir, main page]
More Web Proxy on the site http://driver.im/

Soai et al., 1986 - Google Patents

Mixed solvents containing methanol as useful reaction media for unique chemoselective reductions within lithium borohydride

Soai et al., 1986

Document ID
13883585398624411667
Author
Soai K
Ookawa A
Publication year
Publication venue
The Journal of Organic Chemistry

External Links

Snippet

The reducing ability of lithium borohydride is greatly enhanced in mixed solvents containing methanol. Esters, lactones, and epoxides are reduced chemoselectively more rapidly with LiBH4-MeOH (l equiv added at the beginning)-ether than with LiBH4-ether in the presence …
Continue reading at pubs.acs.org (other versions)

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2101/00—Systems containing only non-condensed rings
    • C07C2101/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2101/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2101/00—Systems containing only non-condensed rings
    • C07C2101/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2101/16—The ring being unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2101/00—Systems containing only non-condensed rings
    • C07C2101/06—Systems containing only non-condensed rings with a five-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2103/00—Systems containing at least three condensed rings
    • C07C2103/56—Ring systems containing bridged rings
    • C07C2103/58—Ring systems containing bridged rings containing three rings
    • C07C2103/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2102/00—Systems containing two condensed rings
    • C07C2102/02—The rings having only two atoms in common
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. -COOH
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02—Monocyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms

Similar Documents

Publication Publication Date Title
Soai et al. Mixed solvents containing methanol as useful reaction media for unique chemoselective reductions within lithium borohydride
Soai et al. Practical procedure for the chemoselective reduction of esters by sodium borohydride. Effect of the slow addition of methanol.
Rawson et al. Procedure for the methylenation of olefins to cyclopropanes
Braga et al. 13C NMR spectral and conformational analysis of 8-O-4′ neolignans
Sasaki et al. Studies on hetero-cage compounds—VI: Transannular cyclizations in pentacyclo [6.2. 1.0. 2, 70.4, 1005, 9] undecan-3, 6-dione system
US5196601A (en) Process for producing alcohol or amine
Aoki et al. Enantioselective deprotonation of 4-substituted cyclohexanones by chiral chelated lithium amides having a fluorine-containing alkyl group on amide nitrogen
US5412108A (en) Method for preparing 1,2,4-cyclohexanetricarboxylic acid and anhydride
Yamamoto et al. Stereocontrolled cis addition of organocopper reagents RCu. cntdot. BR'3 to. alpha.,. beta.-acetylenic carbonyl compounds
Dawei et al. A convenient stereoselective synthesis of conjugated dienoic esters and amides
KR20090024752A (en) Borane ether complexes
Gallois et al. Activation of reducing agents. Sodium hydride containing complex reducing agents. 13. Selective heterogeneous hydrogenation of polyfunctional substrates over Nic
Schreiber et al. Diastereotopic selectivity at prochiral carbon centers. A stereodivergent synthesis of the talaromycins.
Ichikawa et al. Novel, regioselective allylamine construction; first synthesis of geranyllinaloisocyanide, a diterpene from the marine sponge, Halichondria sp.
Takahashi et al. Asymmetric α-Substituted Phenethylamines. VI.: Synthesis and Analgesic Activity of Optically Pure (R)-and (S)-N-Akyl-1-cyclohexyl-2-phenylethylamines
Oppolzer Steric control of intramolecular ortho-quinodimethane-cycloadditions
Kilenyi et al. Two new abnormal pathways in the para-Claisen rearrangement of 2 (allyloxy)-and 2-(crotyloxy)-3-hydroxybenzaldehyde
Kitano et al. Highly efficient conversion of alcohols to isocyanides
Ganem et al. Unique methodology for the conjugate reduction and reductive alkylation of. alpha.,. beta.-unsaturated carboxylic esters
Schuda et al. The diels-alder reactions of furans 1: the reactions of furans with α-chloroacryonitrile
ISHIZUKA et al. Stereoselective Preparation of (1S, 2R)-and (1S, 2S)-2-Hydroxy-7, 7-dimethylbicyclo [2.2. 1] heptane-1-carboxylic Acids
US10717691B2 (en) Process for the production of semifluorinated alkanes
US4978792A (en) Process for producing aminobenzylamine
Fuller et al. A fluorine-mediated boron reducing agent—sodium tris (pentafluorophenoxy) borohydride. Preparation and reaction with selected organic compounds containing representative functional groups. Facile diastereoselective reduction of substituted cyclohexanones [1]
CN118084764B (en) Synthesis method of indolone acetate