Rearrangement of 2,3-epoxy alcohol dimethylthiocarbamate derivatives. Synthesis of 2,3-epithio alcohol derivatives under mild conditions

Przemysław Kalicki; Michał Karchier; Karol Michalak; Jerzy Wicha

doi:10.1021/jo101000u

Rearrangement of 2,3-epoxy alcohol dimethylthiocarbamate derivatives. Synthesis of 2,3-epithio alcohol derivatives under mild conditions

J Org Chem. 2010 Aug 6;75(15):5388-91. doi: 10.1021/jo101000u.

Authors

Przemysław Kalicki¹, Michał Karchier, Karol Michalak, Jerzy Wicha

Affiliation

¹ Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44/52, 01-224 Warsaw 48, Poland.

PMID: 20670038
DOI: 10.1021/jo101000u

Abstract

Transformation of representative 2,3-epoxy alcohols, including 3-trimethylsilyl- and 3-triphenylsilylglycidols, into the corresponding 2,3-epithio alcohol dimethylthiocarbamate derivatives under mild alkaline conditions is reported.

MeSH terms

Alcohols / chemical synthesis*
Alcohols / chemistry
Chromatography, High Pressure Liquid
Crystallography, X-Ray
Spectrum Analysis
Thiocarbamates / chemistry*

Substances

Alcohols
Thiocarbamates
dimethylthiocarbamate