The Journal of Organic Chemistry

Determination of the stereochemistry in the addition of thiols to indene

HH Szmant, J Baeza H

Index: Szmant, H. Harry; Baeza H, Jaime Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4902 - 4906

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Citation Number: 5

Abstract

A methodology for the determination of the stereoselectivity in the addition of thiols to indene is described. The chemical method employs an S-deuterio thiol, the thermal elimination reaction of the sulfoxides derived from the adducts, and the determination of the D content in the resulting indene. The preferred spectroscopic method employs 1, 1, 3-trideuterioindene and the LIS technique in the NMR analysis of the sulfones derived from the thiol-olefin ...