Literature DB >> 12529129

Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex.

Harinath Chakrapani1, Cong Liu, Ross A Widenhoefer.   

Abstract

[reaction: see text] Reaction of 4,4-dicarbomethoxy-1-octene-6-yne (1) with triethylsilane and a catalytic 1:1 mixture of [Rh(COD)(2)](+) SbF(6)(-) and (R)-BIPHEMP (5 mol %) at 70 degrees C for 90 min gave (Z)-1,1-dicarbomethoxy-3-(1-triethylsilyl)ethylidene-4-methylcyclopentane (2) in 81% isolated yield with 98% de and 92% ee.

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Year:  2003        PMID: 12529129     DOI: 10.1021/ol027196n

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


  2 in total

1.  A concise enantioselective synthesis of (-)-ranirestat.

Authors:  Barry M Trost; Maksim Osipov; Guangbin Dong
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

2.  Phosphoramidite gold(I)-catalyzed diastereo- and enantioselective synthesis of 3,4-substituted pyrrolidines.

Authors:  Ana Z González; Diego Benitez; Ekaterina Tkatchouk; William A Goddard; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-03-23       Impact factor: 15.419

  2 in total

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