Novel highly functionalized benzoylaminocarbothioyl pyrrolidine from benzoylisothiocyanate and substituted pyrrolidine derived from alpha-aminoasit ester via imine-azomethine ylide-1,3-dipolar cycloaddition cascade.


DÖNDAŞ H. A. , Altinbas O.

HETEROCYCLIC COMMUNICATIONS, vol.10, pp.167-173, 2004 (Journal Indexed in SCI) identifier

  • Publication Type: Article / Article
  • Volume: 10
  • Publication Date: 2004
  • Title of Journal : HETEROCYCLIC COMMUNICATIONS
  • Page Numbers: pp.167-173

Abstract

A series of novel highly functionalized benzoylaminocarbothioyl pyrrolidines were prepared by the reaction of benzoylisothiocyanate with substitueted pyrrolidine derived from alpha-aminoasit ester via metal catalsed imine -azomethine ylides-1,3-Dipolar Cycloaddition in excellent yield. An example of chiral version benzoylaminocarbothioyl pyrrolidine were also reported. The chirality oryginated from menthyl acrylate as chiral dipolarophile in the cycloaddition cascade and induced three novell chiral centres.