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Communication | Special issue | Vol 74, No. 1, 2007, pp.171-175
Published online, 19th October, 2007
DOI: 10.3987/COM-07-S(W)41
Substrate-Controlled Formal Synthesis of (+)-Laurenyne by a Chemoselective Chelation-Controlled Alkylation Strategy

Byungsook Kim, Gukwha Cheon, Janghyun Park, Hyunjoo Lee, Hyoungsu Kim, Sanghee Kim, and Deukjoon Kim*

*The Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Shillim-Dong, San 56-1, Kwanak-Gu, Seoul 151-742, Korea

Abstract

A substrate-controlled formal synthesis of (+)-laurenyne has been accomplished featuring a highly stereoselective chemoselective chelation-controlled amide enolate alkylation for synthesis of the α,α’-syn-bis-alkene without resorting to use of a chiral auxiliary.