ChemInform Abstract: Original Synthesis of 1,2-Oxathiolan-2-oxides and Vinyl Cyclopropane Carboxylic Esters.

✍ Scribed by A. KRIEF; L. PROVINS

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 37 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199742079

✦ Synopsis

Original Synthesis of 1,2-Oxathiolan-2-oxides and Vinyl Cyclopropane Carboxylic Esters. -In an attempt to convert δ-hydroxy-alkenylstannanes under conditions B) to vinyl cyclopropanes, formation of oxathiolanes as the major or exclusive products is observed in many cases (discussion of the different reaction mechanisms). Oxathiolanes and cyclopropanes are obtained as diastereomeric mixtures independent of the stereochemistry of the starting stannane. Preliminary studies concerning the use of Ph-POCl2 instead of SOCl2 in the cyclization step point to an exclusive formation of cyclopropanes. -(KRIEF, A.;