Ned Porter
Faculty Member
Last active: 5/29/2014

Diastereoselective free radical halogenation, azidation, and rearrangement of beta-silyl Barton esters.

Masterson DS, Porter NA
Org Lett. 2002 4 (24): 4253-6

PMID: 12443071 · DOI:10.1021/ol0268182

[reaction: see text] Barton esters of beta-silylcarboxylic acids were decomposed by photolysis alone in organic solvents or in the presence of ethanesulfonyl azide or bromotrichloromethane. Products of the reaction, beta-silylthiopyridyl ethers, beta-silyl azides, or alkenes, were formed with significant control of stereochemistry.

MeSH Terms (8)

Azides Esters Free Radicals Halogens Molecular Conformation Molecular Structure Photolysis Stereoisomerism

Connections (1)

This publication is referenced by other Labnodes entities:

Links