Literature DB >> 15926820

Spiro-cyclopropanation from oxoallylsilanes.

Asunción Barbero1, Pilar Castreño, Francisco J Pulido.   

Abstract

A novel highly stereoselective spiro-cyclopropanation reaction from oxoallylsilanes is described. Oxoallylsilanes are readily obtained by silylcupration of allene followed by conjugate addition to enones. The former oxoallylsilanes undergo a tandem cyclization-cyclopropanation reaction when treated with CH2I2/Me3Al, leading to hydroxylated polycyclic systems bearing the spiro-cyclopropane moiety. The scope of the process is studied, and a feasible pathway is discussed.

Entities:  

Mesh:

Substances:

Year:  2005        PMID: 15926820     DOI: 10.1021/ja051967b

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 in total

1.  Allylsilanes in the synthesis of three to seven membered rings: the silylcuprate strategy.

Authors:  Asunción Barbero; Francisco J Pulido; M Carmen Sañudo
Journal:  Beilstein J Org Chem       Date:  2007-05-22       Impact factor: 2.883

2.  Synthesis of Polysubstituted Tetrahydropyrans by Stereoselective Hydroalkoxylation of Silyl Alkenols: En Route to Tetrahydropyranyl Marine Analogues.

Authors:  Carlos Díez-Poza; Patricia Val; Francisco J Pulido; Asunción Barbero
Journal:  Mar Drugs       Date:  2018-11-01       Impact factor: 5.118

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.