Silicon as a directing group in the phosphine-catalyzed [2+3]-cycloaddition of aryl allenones with electron-deficient olefins

Magesh Sampath; Teck-Peng Loh

doi:10.1039/b819959k

Silicon as a directing group in the phosphine-catalyzed [2+3]-cycloaddition of aryl allenones with electron-deficient olefins

Chem Commun (Camb). 2009 Mar 28:(12):1568-70. doi: 10.1039/b819959k. Epub 2009 Jan 30.

Authors

Magesh Sampath¹, Teck-Peng Loh

Affiliation

¹ Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616.

PMID: 19277392
DOI: 10.1039/b819959k

Abstract

This Communication describes a highly efficient phosphine-catalyzed [2+3]-cycloaddition reaction using alpha-trimethylsilyl-substituted aryl allenones and electron deficient olefins; both good yields and good asymmetric induction were obtained.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkenes / chemistry*
Catalysis
Cyclization
Electrons*
Molecular Structure
Phosphines / chemistry*
Silicon / chemistry*

Substances

Alkenes
Phosphines
phosphine
Silicon