Enantioselective Alkylations of Tributyltin Enolates Catalyzed by Cr(salen)Cl: Access to Enantiomerically Enriched All-Carbon Quaternary Centers
- 8 December 2004
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (1) , 62-63
- https://doi.org/10.1021/ja043601p
Abstract
The catalytic asymmetric alpha-alkylation of tributyltin enolates with a range of primary alkyl halides is catalyzed by a chiral Cr(salen) complex. The reaction constitutes the first transition-metal-catalyzed system for alpha-alkylation of carbonyl substrates with this important class of electrophiles, providing access to five-, six-, and seven-membered ring ketone products bearing alpha-quaternary stereocenters in high enantioselectivity and synthetically useful yields.Keywords
This publication has 3 references indexed in Scilit:
- An Improved Catalyst for the Asymmetric Arylation of Ketone EnolatesJournal of the American Chemical Society, 2002
- Catalytic Asymmetric Vinylation of Ketone EnolatesOrganic Letters, 2001
- Asymmetric Arylation of Ketone EnolatesJournal of the American Chemical Society, 1998