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Enantioselective synthesis of the C-14 to C-5 cyclopentane segment of jatrophane diterpenes

Helmboldt, H., Rehbein, Julia and Hiersemann, M. 2004. Enantioselective synthesis of the C-14 to C-5 cyclopentane segment of jatrophane diterpenes. Tetrahedron Letters 45 (2) , pp. 289-292. 10.1016/j.tetlet.2003.10.171

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Abstract

The enantioselective synthesis of the C-14 to C-5 cyclopentane segment of jatrophane diterpenes is reported. An Evans aldol addition, a Horner–Wadsworth–Emmons olefination and a thermal intramolecular carbonyl ene reaction of an α-keto ester served as key C/C-connecting transformations. An Evans aldol addition and a thermal intramolecular carbonyl ene reaction of an α-keto esters are key steps in the asymmetric synthesis of the C-14 to C-5 segment of jatrophane diterpenes.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Diterpene; Jatrophane; Euphorbia; Total synthesis; Carbonyl ene reaction
Publisher: Elsevier
ISSN: 0040-4039
Last Modified: 19 Mar 2016 22:21
URI: http://orca.cardiff.ac.uk/id/eprint/13001

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