Discovery and development of 3,3,3-trichloropropyl-1-triphenylphosphonium chloride: A reagent for synthesis of Z-1,3-enynes, Z,Z-1-chloro-1,3-dienes and 1,3-diynes

Maheswaran S Karatholuvhu, Purdue University

Abstract

Reported herein are the discovery and development of 3,3,3-Trichloropropyl-1-triphenylphosphonium chloride, a 3-carbon homologation reagent for the synthesis of Z-1,3-Enynes, Z,Z-1-Chloro-1,3-Dienes and 1,3-Diynes. Pertinent highlights are (1) Development of a cost effective and efficient method for the synthesis of the 3-carbon reagent. (2) Application to the synthesis of 1,3-Enynes, Z,Z-1-choro-1,3-Dienes and 1,3-Diyne. (3) Studies directed towards the total synthesis of Leustroducsin H. (4) Total synthesis of (±)-Histrionicotoxin.

Degree

Ph.D.

Advisors

Fuchs, Purdue University.

Subject Area

Organic chemistry

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