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Communication | Regular issue | Vol 24, No. 9, 1986, pp.2423-2427
Published online, 1st January, 1970
DOI: 10.3987/R-1986-09-2423
The Origin of the Regioselectivities in 1,3-Dipolar Cycloaddition of Thiocarbonyl Ylides Generated from Bromo(trimethylsilylmethylthio)methyltrimethylsilane and the Related Compoundsq

Nobuyuki Imai, Hiroaki Tokiwa, Masahiro Aono, Yoshiyasu Terao, Yukio Akahori, and Kazuo Achiwa*

*Schol of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan

Abstract

The regioselectivities in 1,3-dipolar cycloaddition of thiocarbonyl ylides to methyl acrylate were found to be explained by the frontier molecular orbital theory using ab initio procedures at the STO-3G level.