Decarboxylative Aldol Reactions of Allyl β-Keto Esters via Heterobimetallic Catalysis
- 25 August 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (37), 11440-11441
- https://doi.org/10.1021/ja045981k
Abstract
Mild and selective heterobimetallic-catalyzed decarboxylative aldol reactions involving allyl β-keto esters have been developed. The reaction is promoted by Pd(0)− and Yb(III)−DIOP complexes at room temperature and involves the in situ formation of a ketone enolate from allyl β-keto esters followed by addition of the enolate to aldehydes. The reaction is a new example of heterobimetallic catalysis in which the optimized reaction conditions require the addition of both metals.Keywords
This publication has 31 references indexed in Scilit:
- Novel Small Organic Molecules for a Highly Enantioselective Direct Aldol ReactionJournal of the American Chemical Society, 2003
- An Exceptionally Mild Catalytic Thioester Aldol Reaction Inspired by Polyketide BiosynthesisJournal of the American Chemical Society, 2003
- Direct Asymmetric Aldol Reactions of Acetone Using Bimetallic Zinc CatalystsOrganic Letters, 2001
- Enantio- and Diastereoselective Reductive Aldol Reactions with Iridium-Pybox CatalystsOrganic Letters, 2001
- Asymmetric Aldol Reaction via a Dinuclear Zinc Catalyst: α-Hydroxyketones as DonorsJournal of the American Chemical Society, 2001
- A Direct Catalytic Enantioselective Aldol Reaction via a Novel Catalyst DesignJournal of the American Chemical Society, 2000
- Rhodium-Catalyzed Enantioselective Reductive Aldol ReactionJournal of the American Chemical Society, 2000
- Catalytic Diastereoselective Reductive Aldol Reaction: Optimization of Interdependent Reaction Variables by Arrayed Catalyst EvaluationJournal of the American Chemical Society, 1999
- Direct Catalytic Asymmetric Aldol ReactionJournal of the American Chemical Society, 1999
- Direct Catalytic Asymmetric Aldol Reactions of Aldehydes with Unmodified KetonesAngewandte Chemie International Edition in English, 1997