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Formal total synthesis of (-)-saliniketals

Authors :
Yadav, J.S.
Hossain, Samad
Madhu, Madasu
Mohapatra, Debendra K.
Source :
Journal of Organic Chemistry. Nov 20, 2009, Vol. 74 Issue 22, 8822-8825
Publication Year :
2009

Abstract

A highly stereoselective formal total synthesis of the ornithine decarboxylase inhibitors (-)-saliniketals A and B is described. The salient features in the synthesis involved desymmetrization technique to create six contiguous chiral centers from a single bicyclic precursor as well as substrate-controlled Grignard reaction, intramolecular Wacker-type oxidation, and antialdol reaction following Pirrung-Heathcock conditions.

Details

Language :
English
ISSN :
00223263
Volume :
74
Issue :
22
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.215209229