Literature DB >> 14703405

Improved yields with added copper(I) salts in carbonylative stille couplings of sterically hindered vinylstannanes.

R D Mazzola1, Sören Giese, Chantel L Benson, F G West.   

Abstract

Stille coupling under standard carbonylative conditions proceeds in poor yield when using hindered alkenylstannane and enol triflate partners. The inclusion of 35 mol % CuI or CuBr significantly improves the efficiency of the coupling, providing a variety of complex 1,4-dien-3-ones in good to excellent yield.

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Year:  2004        PMID： 14703405     DOI： 10.1021/jo034788q

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Stereoselective Nazarov cyclizations of bridged bicyclic dienones.

Authors:  Robert D Mazzola; Timothy D White; Heidi R Vollmer-Snarr; F G West
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

2.  A Torquoselective Extrusion of Isoxazoline N-Oxides. Application to the Synthesis of Aryl Vinyl and Divinyl Ketones for Nazarov Cyclization.

Authors:  Daniel P Canterbury; Ildiko R Herrick; Joann Um; K N Houk; Alison J Frontier
Journal:  Tetrahedron       Date:  2009-04-18       Impact factor: 2.457

3.  Asymmetric synthesis of multiple quaternary stereocentre-containing cyclopentyls by oxazolidinone-promoted Nazarov cyclizations.

Authors:  Rohan Volpe; Romain J Lepage; Jonathan M White; Elizabeth H Krenske; Bernard L Flynn
Journal:  Chem Sci       Date:  2018-04-20       Impact factor: 9.825
  3 in total

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