Enantioselective synthesis of a hydroxymethyl-cis-1,3-cyclopentenediol building block.


Journal Article

A brief, enantioselective synthesis of a hydroxymethyl-cis-1,3-cyclopentenediol building block is presented. This scaffold allows access to the cis-1,3-cyclopentanediol fragments found in a variety of biologically active natural and non-natural products. This rapid and efficient synthesis is highlighted by the utilization of the palladium-catalyzed enantioselective allylic alkylation of dioxanone substrates to prepare tertiary alcohols.

Full Text

Duke Authors

Cited Authors

  • Craig, RA; Roizen, JL; Smith, RC; Jones, AC; Stoltz, BM

Published Date

  • November 2012

Published In

Volume / Issue

  • 14 / 22

Start / End Page

  • 5716 - 5719

PubMed ID

  • 23101616

Pubmed Central ID

  • 23101616

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol3027297


  • eng