Enantioselective synthesis of (+)-polyzonimine, defensive monoterpene alkaloid produced by a milliped Polyzonium rosalbum, and determination of its S absolute configuration by Its conversion to (4S,5R,6S)-(+)-nitropolyzonamine

Asymmetric Michael addition of the enamine derived from 2,2-dimethylcyclopentanecarbox-aldehyde and (S)-prolinol methyl ether to nitroethylene afforded the adduct of 75-76% ee, which finally yielded enantiomerically pure (+)-polyzonimine, a nitrogen-containing spirocyclic compound isolated from the...

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Bibliographic Details
Main Authors: Takagi Yasuyo, Mori Kenji
Format: Article
Language:English
Published: Sociedade Brasileira de Química 2000-01-01
Series:Journal of the Brazilian Chemical Society
Subjects:
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000600005