Asymmetric synthesis of (-)-(2R, 3R, 6S)-Irnigaine

Asymmetric synthesis of irnigaine was achieved starting from an enantiopure beta-amino ester 5 using the condensation of amino alcohol 2 with acetylacetone and the subsequent intramolecular cyclization as the key steps.

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Bibliographic Details
Published inChinese journal of chemistry Vol. 21; no. 10; pp. 1356 - 1359
Main Authors Ma, N, Ma, DW
Format Journal Article
LanguageEnglish
Published BEIJING SCIENCE CHINA PRESS 01.10.2003
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ENANTIOPURE
BETA-AMINO ESTERS
ROUTE
asymmetric synthesis
ACID
FORMAL SYNTHESIS
condensation
piperidine
beta-amino ester
2,4,5-TRISUBSTITUTED PIPERIDINES
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Summary:Asymmetric synthesis of irnigaine was achieved starting from an enantiopure beta-amino ester 5 using the condensation of amino alcohol 2 with acetylacetone and the subsequent intramolecular cyclization as the key steps.
ISSN:1001-604X
DOI:10.1002/cjoc.20030211024