Tetrahedron: Asymmetry

Enantioselective synthesis of the essential oil and pheromonal component ar-himachalene by a chiral pool and chirality induction approach

SP Chavan, HS Khatod

Index: Chavan, Subhash P.; Khatod, Harshali S. Tetrahedron: Asymmetry, 2012 , vol. 23, # 18-19 p. 1410 - 1415,6

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Citation Number: 16

Abstract

The enantioselective synthesis of both isomers of ar-himachalene has been achieved starting from enantiomerically pure citronellal and p-methyl α-methyl styrene as an application of a chiral pool and chirality induction approach, respectively. The key reactions involved in the synthesis include the Sharpless asymmetric dihydroxylation for the induction of chirality at benzylic carbon bearing the methyl group and the use of a hypervalent ...