Scripps VIVO scripps research logo

  • Index
  • Log in
  • Home
  • People
  • Organizations
  • Research
  • Events
Search form

Grubbs cross-metathesis pathway for a scalable synthesis of gamma-keto-alpha,beta-unsaturated esters

Academic Article
uri icon
  • Overview
  • Identity
  • Additional Document Info
  • View All
scroll to property group menus

Overview

authors

  • Nair, R. N.
  • Bannister, Thomas

publication date

  • 2014

journal

  • Journal of Organic Chemistry  Journal

abstract

  • A direct and scalable route to γ-keto-α,β-unsaturated esters, useful intermediates in medicinal chemistry and natural products synthesis, is reported. The key step involves the use of Grubbs' second-generation olefin metathesis catalyst for cross-metathesis of alkyl acrylates and 2° allylic alcohols. The metathesis step is followed by oxidation to give the desired products in high yield on scales of up to 25 g.

subject areas

  • Biological Products
  • Catalysis
  • Chemistry, Pharmaceutical
  • Esters
  • Ketones
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism
scroll to property group menus

Identity

PubMed Central ID

  • PMC3985456

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo4023606

PubMed ID

  • 24393145
scroll to property group menus

Additional Document Info

start page

  • 1467

end page

  • 1472

volume

  • 79

issue

  • 3

©2019 The Scripps Research Institute | Terms of Use | Powered by VIVO

  • About
  • Contact Us
  • Support