Formal total synthesis of (-)-saliniketals

Yadav, J. S. ; Samad Hossain, Sk. ; Madhu, Madasu ; Mohapatra, Debendra K. (2009) Formal total synthesis of (-)-saliniketals Journal of Organic Chemistry, 74 (22). pp. 8822-8825. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo901913h

Related URL: http://dx.doi.org/10.1021/jo901913h

Abstract

A highly stereoselective formal total synthesis of the ornithine decarboxylase inhibitors (-)-saliniketals A and B is described. The salient features of the synthesis are the utilization of a 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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:62818
Deposited On:24 Sep 2011 05:00
Last Modified:24 Sep 2011 05:00

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