European journal of organic chemistry

Enantioselective Total Synthesis and Determination of the Absolute Configuration of the 4, 6, 8, 10, 16, 18??Hexamethyldocosane from Antitrogus parvulus

C Herber, B Breit

Index: Herber, Christian; Breit, Bernhard European Journal of Organic Chemistry, 2007 , # 21 p. 3512 - 3519

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Citation Number: 16

Abstract

Abstract The absolute and relative configuration of the hexamethyldocosane (1) isolated from the cuticula of Antitrogus parvulus was determined based on the total synthesis of both diastereomers 1a and 1b in enantiomerically pure form. The synthesis demonstrates the utility of the o-DPPB-directed and copper-mediated allylic syn-substitution reaction with Grignard reagents for iterative deoxypropionate construction (o-DPPB= ortho- ...