Novel Functionalized Trisubstituted Allylboronates via Hosomi−Miyaura Borylation of Functionalized Allyl Acetates

P. Veeraraghavan Ramachandran,* Debarshi Pratihar, Debanjan Biswas, Amit Srivastava, and M. Venkat Ram Reddy
Herbert C. Brown Center for Borane Research, 560 Oval Drive, Department of Chemistry, Purdue University, West Lafayette, Indiana 47907-2084
Org. Lett., 2004, 6 (4), pp 481–484
DOI: 10.1021/ol035952z
Publication Date (Web): January 16, 2004
Copyright © 2004 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, chandran@purdue.edu

Abstract

Abstract Image

A series of novel functionalized achiral and chiral allylboronates have been synthesized via the nucleophilic addition of boronates on allyl acetates derived via vinylalumination or Baylis−Hillman reaction of aldehydes. These reagents, upon allylboration with aldehydes, furnish β-substituted-α-methylene-γ-butyrolactones stereoselectively.

View: Full Text HTML | Hi-Res PDF

Tools

History

  • Published In Issue February 19, 2004
  • Received October 6, 2003

Recommend & Share

Related Content

Other ACS content by these authors: