Literature DB >> 20438051

Stereoselective additions of thiyl radicals to terminal ynamides.

Biplab Banerjee1, Dmitry N Litvinov, Junghoon Kang, Jennifer D Bettale, Steven L Castle.   

Abstract

Two complementary sets of conditions for radical additions of thiols to terminal ynamides are described. The use of 1 equiv of thiol affords the cis-beta-thioenamide adducts in rapid fashion (10 min) and good dr, whereas employing excess thiol and longer reaction times favors the trans products.

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Year:  2010        PMID: 20438051      PMCID: PMC2878391          DOI: 10.1021/ol1008679

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


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