Palladium Catalysed Reactions of Baylis-Hillman Products: Synthesis of Some Useful Intermediates
- 1 June 1998
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 28 (12) , 2291-2302
- https://doi.org/10.1080/00397919808007047
Abstract
Acetates derived from Baylis-Hillman products were reacted with sodio dimethyl (or diethyl) malonate under Pd(0) catalysis to form E olefins as the major products. Likewise, the Heck reaction with these acetates as well as with the corresponding alcohols form a variety of useful intermediates which include trisubstituted olefinic compounds and α-benzyl β-keto esters.Keywords
This publication has 21 references indexed in Scilit:
- Chlorotrimethylsilane Catalysed Acylation of Alcohols1Synthetic Communications, 1997
- The Baylis-Hillman reaction: A novel carbon-carbon bond forming reactionTetrahedron, 1996
- 1,3-Dipolar Cycloadditions to Baylis-Hillman Adducts: Rationale for the Observed DiastereoselectivityThe Journal of Organic Chemistry, 1995
- The Johnson-Claisen rearrangement of 3-hydroxy-2-methylenealkanenitriles: Stereoselective synthesis of functionalized trisubstituted alkenesTetrahedron Letters, 1995
- Catalytic asymmetric synthesis of α-methylene-β-hydroxy-ketonesJournal of the Chemical Society, Chemical Communications, 1995
- Microwave Mediated Extensive Rate Enhancement of the Baylis-Hillman ReactionSynlett, 1994
- Asymmetric induction in the Baylis-Hillman reactionTetrahedron: Asymmetry, 1991
- Preparation and Selected Reactions of t‐Butyl 2‐Methylene‐3‐oxoalkanoatesEuropean Journal of Inorganic Chemistry, 1991
- Chiral acrylates as substrates in baylis-hillman reactionTetrahedron Letters, 1990
- Synthetic potential of the tertiary-amine-catalysed reaction of activated vinyl carbanions with aldehydesTetrahedron, 1988