Literature DB >> 12323022

C(2)-symmetric Sc(III)-complexes as chiral Lewis acids. Catalytic enantioselective aldol additions to glyoxylate esters.

David A Evans1, Craig E Masse, Jimmy Wu.   

Abstract

Cationic Lewis acid complexes [Sc(pyridyl-bis(oxazolinyl)](Cl(2))SbF(6) 1a and 1b catalyze aldol reactions with ethyl glyoxylate with enantioselectivities ranging from 90 to 99% ee and syn reaction diastereoselections ranging from 90:10 to 95:5. [reaction: see text]

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Year:  2002        PMID： 12323022     DOI： 10.1021/ol026488l

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Highly enantioselective catalytic synthesis of functionalized chiral diazoacetoacetates.

Authors:  Xinfang Xu; Wen-Hao Hu; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-31       Impact factor: 15.336

2.  Alpha-olefins as alkenylmetal equivalents in catalytic conjugate addition reactions.

Authors:  Chun-Yu Ho; Hirohisa Ohmiya; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Enantioselective synthesis of 3,4-chromanediones via asymmetric rearrangement of 3-allyloxyflavones.

Authors:  Jean-Charles Marié; Yuan Xiong; Geanna K Min; Adam R Yeager; Tohru Taniguchi; Nina Berova; Scott E Schaus; John A Porco
Journal:  J Org Chem       Date:  2010-07-02       Impact factor: 4.354

4.  Carbonyl imines from oxaziridines: generation and cycloaddition of N-O=C dipoles.

Authors:  Katherine M Partridge; Ilia A Guzei; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

5.  Catalytic Addition of Simple Alkenes to Carbonyl Compounds Using Group 10 Metals.

Authors:  Chun-Yu Ho; Kristin D Schleicher; Timothy F Jamison
Journal:  Synlett       Date:  2009-10-01       Impact factor: 2.454
  5 in total

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