4.8 Article

Alkene Dioxygenation with Malonoyl Peroxides: Synthesis of γ-Lactones, Isobenzofuranones, and Tetrahydrofurans

Journal

ORGANIC LETTERS
Volume 18, Issue 13, Pages 3102-3105

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01253

Keywords

-

Funding

  1. EPSRC
  2. GlaxoSmithKline
  3. CNPq
  4. Engineering and Physical Sciences Research Council [1636131, GR/T04113/01] Funding Source: researchfish

Ask authors/readers for more resources

Treatment of homoallylic alcohols or carboxylic acids with malonoyl peroxide 1 provides a stereoselective method for the preparation of tetrahydrofurans, gamma-lactones, and isobenzofuranones in 44-82% yield and up to 27:1 trans selectivity. Application of this simple and effective heterocyclization in the synthesis of the antidepressant citalopram is also described.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.8
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available