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Efficient enantiospecific synthesis of ent-conduramine F-1

Prasad, Kavirayani R and Rangari, Vipin Ashok (2018) Efficient enantiospecific synthesis of ent-conduramine F-1. In: TETRAHEDRON, 74 (46). pp. 6689-6693.

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Official URL: http://dx.doi.org/10.1016/j.tet.2018.09.058

Abstract

An efficient enantiospecific total synthesis of ent-conduramine F-1 (aminocyclohexenetriol) was accomplished starting from the bis-Weinreb amide of tartaric acid. Key reactions in the synthesis include the desymmetrization of tartaric acid amide with vinylmagnesium bromide and installation of the required amine using Ellman sulfinimine. Ring closing metathesis was used to synthesize the required alkene in the cyclohexene. (C) 2018 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Additional Information: Copy right for this article belong to PERGAMON-ELSEVIER SCIENCE LTD
Keywords: Amino cyclohexenetriols; ent-conduramine F-1; Chiral pool; Sulfinimines; Total synthesis
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 19 Nov 2018 14:42
Last Modified: 19 Nov 2018 14:42
URI: http://eprints.iisc.ac.in/id/eprint/61100

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