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Roush et al., 1981 - Google Patents

Antibiotic X-14547A: total synthesis of the right-hand half

Roush et al., 1981

Document ID
15898604253274195068
Author
Roush W
Myers A
Publication year
Publication venue
The Journal of Organic Chemistry

External Links

Snippet

A nine-step, stereoselective synthesis of 3, the right-hand half of antibiotic X-14547A (1), is described. The keystep of this synthesis is the Lewis acid catalyzed intramolecular Diels- Alder reaction of 4 which establishes the relative stereochemistry of the perhydroindene …
Continue reading at pubs.acs.org (other versions)

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    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings 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
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    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
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