The Discovery of Novel Reactivity in the Development of C−C Bond-Forming Reactions: In Situ Generation of Zinc Acetylides with ZnII/R3N
Authors:
Top Cited Papers
- 1 June 2000
- journal article
- review article
- Published by American Chemical Society (ACS) in Accounts of Chemical Research
- Vol. 33 (6) , 373-381
Abstract
There have been great strides in expanding the scope, application, and versatility of known reaction types (i.e., Mukaiyama aldol). It is interesting to speculate that limitations in the number of such known basic reaction types constitute the greatest barrier in the development of practical processes. The catalytic generation of transition-metal metalloenolates and alkynilides under conditions compatible with electrophilic reaction partners provides fresh avenues for the development of new efficient asymmetric processes leading to C−C bond formation.Keywords
This publication has 35 references indexed in Scilit:
- Cesium Hydroxide: A Superior Base for the Catalytic Alkynylation of Aldehydes and Ketones and Catalytic Alkenylation of NitrilesAngewandte Chemie International Edition, 1999
- Asymmetric Addition Reactions of Lithium (Trimethylsilyl)acetylide with Chiral α-Amino Nitrones. Synthesis of Diastereomerically Pure N-Hydroxy-α-amino AcidsThe Journal of Organic Chemistry, 1998
- Total Synthesis of Macrolactin A with Versatile Catalytic, Enantioselective Dienolate Aldol Addition ReactionsAngewandte Chemie International Edition, 1998
- Apparent Catalytic Generation of Chiral Metal Enolates: Enantioselective Dienolate Additions to Aldehydes Mediated by Tol-BINAP·Cu(II) Fluoride ComplexesJournal of the American Chemical Society, 1998
- Enantioselective and diastereoselective catalysis of the Mukaiyama aldol reaction: ene mechanism in titanium-catalyzed aldol reactions of silyl enol ethersJournal of the American Chemical Society, 1993
- The Atom Economy—A Search for Synthetic EfficiencyScience, 1991
- Organolanthanide catalysis of a Mukaiyama addition reactionThe Journal of Organic Chemistry, 1990
- Titanium Tetrachloride in Organic Synthesis [New synthetic methods (21)]Angewandte Chemie International Edition, 1977
- New cross-aldol reactions. Reactions of silyl enol ethers with carbonyl compounds activated by titanium tetrachlorideJournal of the American Chemical Society, 1974
- Intermolecular hydrogen bond involving a .pi. base as the proton acceptor. X. Hydrogen bonding of phenol with acetylenes and allenesJournal of the American Chemical Society, 1972