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Updated: Sep 21, 2026

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
Stereoselective iodolactonization of 4-allenoic acids with efficient chirality transfer: development of a new
Xiaobing Zhang1, Chunling Fu, Yihua Yu
1Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang, P.R. China.
Abstract:
A highly stereoselective iodolactonization of 4-allenoic acids with a new sterically demanding electrophilic iodination reagent to afford optically active γ-butyrolactones has been developed. The reaction shows high efficiency of axial chirality transfer and excellent Z/E selectivity and has been applied to the synthesis of chiral cis-β,γ-disubstituted γ-butyrolactones to give very high diastereomeric and enantiomeric excess values. The reaction has been successfully utilized in the synthesis of naturally occurring compounds (+)-cis-whisky lactone and (+)-cis-3-methyl-4-decanolide.
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