Literature DB >> 15237972

Asymmetric 1,4-hydrosilylations of alpha,beta-unsaturated esters.

Bruce H Lipshutz1, Jeff M Servesko, Benjamin R Taft.   

Abstract

Complexing catalytic amounts of CuH with a nonracemic JOSIPHOS or SEGPHOS ligand, together with stoichiometric PMHS, leads to exceedingly efficient and highly enantioselective 1,4-reductions of beta,beta-disubstituted enoates and lactones. An unprecedented substrate-to-ligand ratio of 7700:1 for this type of reaction is documented.

Entities:  

Year:  2004        PMID： 15237972     DOI： 10.1021/ja049135l

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  15 in total

1.  Application of a C2-symmetric copper carbenoid in the enantioselective hydrosilylation of dialkyl and aryl-alkyl ketones.

Authors:  Abigail Albright; Robert E Gawley
Journal:  J Am Chem Soc       Date:  2011-11-16       Impact factor: 15.419

2.  Asymmetric Synthesis of Gonytolide A: Strategic Use of an Aryl Halide Blocking Group for Oxidative Coupling.

Authors:  Xiaowei Wu; Takayuki Iwata; Adam Scharf; Tian Qin; Kyle D Reichl; John A Porco
Journal:  J Am Chem Soc       Date:  2018-04-25       Impact factor: 15.419

Review 3.  Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage.

Authors:  Gagandeep Kour Reen; Ashok Kumar; Pratibha Sharma
Journal:  Beilstein J Org Chem       Date:  2019-07-19       Impact factor: 2.883

4.  CuH-catalyzed enantioselective 1,2-reductions of alpha,beta-unsaturated ketones.

Authors:  Ralph Moser; Zarko V Bosković; Christopher S Crowe; Bruce H Lipshutz
Journal:  J Am Chem Soc       Date:  2010-06-16       Impact factor: 15.419

5.  CuH-Catalyzed Asymmetric Reduction of α,β-Unsaturated Carboxylic Acids to β-Chiral Aldehydes.

Authors:  Yujing Zhou; Jeffrey S Bandar; Richard Y Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2018-01-04       Impact factor: 15.419

6.  A new strategy for the synthesis of chiral β-alkynyl esters via sequential palladium and copper catalysis.

Authors:  Barry M Trost; Benjamin R Taft; James T Masters; Jean-Philip Lumb
Journal:  J Am Chem Soc       Date:  2011-05-16       Impact factor: 15.419

Review 7.  Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

Authors:  Bin Mao; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Chem Rev       Date:  2017-06-22       Impact factor: 60.622

8.  Catalytic Reductive Aldol and Mannich Reactions of Enone, Acrylate, and Vinyl Heteroaromatic Pronucleophiles.

Authors:  Cole C Meyer; Eliezer Ortiz; Michael J Krische
Journal:  Chem Rev       Date:  2020-03-19       Impact factor: 60.622

9.  Synthesis of (-)-Hebelophyllene E: An Entry to Geminal Dimethyl-Cyclobutanes by [2+2] Cycloaddition of Alkenes and Allenoates.

Authors:  Johannes M Wiest; Michael L Conner; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-24       Impact factor: 15.336

10.  Highly diastereo- and enantioselective CuH-catalyzed synthesis of 2,3-disubstituted indolines.

Authors:  Erhad Ascic; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-04-06       Impact factor: 15.419
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