Literature DB >> 15116192

Sulfonium ylide epoxidation reactions: methylene transfer.

Benjamin R Bellenie1, Jonathan M Goodman.   

Abstract

Using a D-mannitol derived chiral sulfide, terminal epoxides are formed in up to 76% ee; the first example of double asymmetric induction in a sulfonium methylide epoxidation is reported and an improved method of generating sulfonium ylides is detailed.

Entities:  

Year:  2004        PMID: 15116192     DOI: 10.1039/b316653h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  S-Methylidene Agents: Preparation of Chiral Non-Racemic Heterocycles.

Authors:  David C Forbes; Sampada V Bettigeri; Samit A Patrawala; Susanna C Pischek; Michael C Standen
Journal:  Tetrahedron       Date:  2009-01-03       Impact factor: 2.457

2.  Preferential geminal bis-silylation of 3,4-benzothiophane is caused by the dominance of electron withdrawal by R3Si over steric shielding effects.

Authors:  Yifeng Han; Yun Ma; Ivan Keresztes; David B Collum; E J Corey
Journal:  Org Lett       Date:  2014-08-26       Impact factor: 6.005

3.  Reagent controlled addition of chiral sulfur ylides to chiral aldehydes.

Authors:  Varinder K Aggarwal; Jie Bi
Journal:  Beilstein J Org Chem       Date:  2005-08-26       Impact factor: 2.883

  3 in total

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