Literature DB >> 10880198

[4 + 1] cycloaddition of bis(alkylthio)carbenes with vinyl isocyanates. Total synthesis of (+/-)-mesembrine.

J H Rigby1, W Dong.   

Abstract

[reaction: see text] The Sceletium alkaloid mesembrine has been synthesized in 13% overall yield by a sequence featuring a [4 + 1] cycloaddition of a bis(alkylthio)carbene with a functionalized vinyl isocyanate.

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Year:  2000        PMID： 10880198     DOI： 10.1021/ol005706c

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


  2 in total

1.  Opening of aryl-substituted epoxides to form quaternary stereogenic centers: synthesis of (-)-mesembrine.

Authors:  Douglass F Taber; Yigang He
Journal:  J Org Chem       Date:  2005-09-16       Impact factor: 4.354

Review 2.  Chemical and biological aspects of Narcissus alkaloids.

Authors:  Jaume Bastida; Rodolfo Lavilla; Francesc Viladomat
Journal:  Alkaloids Chem Biol       Date:  2006
  2 in total

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