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Asymmetric total syntheses of elaeokanines A and B via .alpha.-sulfinyl ketimine

Authors :
Paul D. Robinson
S. Narasimha Bharathi
Atsuko Tsujimoto
Duy H. Hua
Source :
The Journal of Organic Chemistry. 55:2128-2132
Publication Year :
1990
Publisher :
American Chemical Society (ACS), 1990.

Abstract

α-Lithiated (+)-(R)-4,5-dihydro-2-[[(4-methylphenyl)sulfinyl]methyl]-3H-pyrrole (4) underwent annulation with 1,3-diiodopropane to give (-)-(SS)-1,2,3,5,6,7-hexahydro-8-[(4-methylphenyl)sulfinyl]indolizine (6), which was converted into (-)-elaeokanine B (three steps) and (+)-elaeokanine A (four steps)

Details

ISSN :
15206904 and 00223263
Volume :
55
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........fc2c50cbbdd864c1b9921c59bf488288
Full Text :
https://doi.org/10.1021/jo00294a028