Silver-sensitive enantioselectivity in asymmetric Heck reactions

Michael C. McDermott, G. Richard Stephenson, Andrew J. Walkington

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Amine- and pure Ag(I)-promoted asymmetric Heck cyclisations of 2-iodobut-2-enanilide 1 both gave the oxindole product (R)-(+)-2 in relatively low ee but the partial reduction of the silver salt promoted a substantially more stereocontrolled route to (S)-(-)-2 in a reaction in which the use of Strem Atg(3)PO(4) gave the R-product and Aldrich Ag3PO4 gave the S-product.
Original languageEnglish
Pages (from-to)51-54
Number of pages4
JournalSynlett
Issue number1
DOIs
Publication statusPublished - 2007

Cite this