Literature DB >> 12605490

Dehydrative reduction: a highly diastereoselective synthesis of syn-bisaryl(or heteroaryl) dihydrobenzoxathiins and benzodioxane.

Seongkon Kim1, Jane Y Wu, Helen Y Chen, Frank DiNinno.   

Abstract

TFA/Et(3)SiH-mediated cyclization of thioketones 5 derived from the reaction of functionalized thiophenols (catechols) with bromo ketones gave syn 2,3-bisaryl(or heteroaryl) dihydrobenzoxathiins and benzodioxane 1 with total diastereoselectivity (>99:1), in excellent yields.

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Year:  2003        PMID： 12605490     DOI： 10.1021/ol0274763

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


  1 in total

1.  An efficient asymmetric synthesis of an estrogen receptor modulator by sulfoxide-directed borane reduction.

Authors:  Zhiguo J Song; Anthony O King; Marjorie S Waters; Fengrui Lang; Daniel Zewge; Matthew Bio; Johnnie L Leazer; Gary Javadi; Amude Kassim; David M Tschaen; Robert A Reamer; Thorsten Rosner; Jennifer R Chilenski; David J Mathre; R P Volante; Richard Tillyer
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-12       Impact factor: 11.205
  1 in total

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