Literature DB >> 11895394

[3 + 2] Annulation of beta-heteroatom-substituted alpha,beta-unsaturated acylsilanes with methyl ketone enolates: scope and investigation of the reaction course.

Kei Takeda1, Kenji Yamawaki, Noriaki Hatakeyama.   

Abstract

A new route to (Z)-beta-silylacryloylsilanes 10 and the improved conditions for the [3 + 2] annulation using 10 and alkyl methyl ketone enolates are reported. Also, details of investigations defining a reaction course of the [3 + 2] annulation using beta-phenylthio- and beta-trimethylsilyl-acryloylsilanes 1 (X = SPh, SiMe(3)) and alkyl methyl ketone enolates are described.

Entities:  

Year:  2002        PMID: 11895394     DOI: 10.1021/jo0160219

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Diastereoselective synthesis of pentasubstituted gamma-butyrolactones from silyl glyoxylates and ketones through a double Reformatsky reaction.

Authors:  Stephen N Greszler; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

  1 in total

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