Literature DB >> 19708640

Enantioselective conjugate addition employing 2-heteroaryl titanates and zinc reagents.

Anna J Smith1, Lily K Abbott, Stephen F Martin.   

Abstract

A general strategy for the conjugate addition of 2-heteroaryl nucleophiles to cyclic enones, unsaturated lactones, and unsaturated lactams in high enantioselectivities and yields is reported. The use of 2-heteroaryl titanates and zinc reagents offers a practical alternative to 2-heteroarylboronic acids, which are prone to undergo protodeboronation.

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Year:  2009        PMID: 19708640     DOI: 10.1021/ol9013975

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


  3 in total

Review 1.  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

Review 2.  Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

Authors:  Katherine M Byrd
Journal:  Beilstein J Org Chem       Date:  2015-04-23       Impact factor: 2.883

3.  Experimental and Computational Studies Unraveling the Peculiarity of Enolizable Oxoesters in the Organocatalyzed Mannich-Type Addition to Cyclic N-Acyl Iminium Ions.

Authors:  Andrea Menichetti; Sebastiano Di Pietro; Valeria Di Bussolo; Lucilla Favero; Mauro Pineschi
Journal:  Molecules       Date:  2020-04-20       Impact factor: 4.411

  3 in total

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