Diastereoselective Alkylations of a Protected Cysteinesulfenate

Abstract

To further understand stereoselection in the alkylation of sulfenate anions, a protected cysteinesulfenate was generated in THF solution at low temperature. Introduction of a reactive alkylating agent brings about a cysteinyl sulfoxide in 51−75% yield, with diastereomeric ratios at the sulfinyl group ranging from 83:17 to 95:5. An internally complexed lithium counterion is proposed to account for the stereoselectivity

Similar works

Full text

thumbnail-image

The Francis Crick Institute

redirect
Last time updated on 16/03/2018

This paper was published in The Francis Crick Institute.

Having an issue?

Is data on this page outdated, violates copyrights or anything else? Report the problem now and we will take corresponding actions after reviewing your request.

Licence: CC BY-NC 4.0