First total syntheses of (+)-garvensintriol and (+)-5-epi-garvensintriol

Mohapatra, Debendra K. ; Prem Kumar, B. ; Bhaskar, K. ; Yadav, Jhillu S. (2010) First total syntheses of (+)-garvensintriol and (+)-5-epi-garvensintriol Synlett, 2010 (7). pp. 1059-1062. ISSN 0936-5214

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-0029-1219557

Abstract

A concise and efficient carbohydrate-based approach for the total syntheses of (+)-garvensintriol and (+)-5-epi-garvensintriol is described in nine and six steps with 20% and 37% overall yield, respectively, starting from a known intermediate. A sequence of Grignard-assisted lactol opening with terminal alkyne, stereoselective keto reduction and oxidative lactonization are the key reactions.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Garvensintriol; Goniotriol; Cytotoxic; Oxidative Lactonization; Grignard-assisted Lactol Opening
ID Code:63158
Deposited On:28 Sep 2011 03:42
Last Modified:28 Sep 2011 03:42

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