CEMBRANE SYNTHESIS - AN ADVANCED INTERMEDIATE FOR CRASSIN ACETATE

The intramolecular alkylation of a lithioalkyne with a allylic bromide produced the fourteen membered ring of crassin acetate. A nitrile oxide cycloaddition furnished the lactone and stereocenters at C1 and C14.

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Bibliographic Details
Published inTetrahedron letters Vol. 32; no. 30; pp. 3605 - 3608
Main Authors TIUS, MA, REDDY, NK
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 22.07.1991
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALCOHOLS
ETHERS
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Summary:The intramolecular alkylation of a lithioalkyne with a allylic bromide produced the fourteen membered ring of crassin acetate. A nitrile oxide cycloaddition furnished the lactone and stereocenters at C1 and C14.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)79786-3