Total syntheses of Prelactone V and Prelactone B

Raghavendra S 1 , Tadiparthi K 2 , Yadav JS 3

Affiliations 

  • 1 Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, 500007, India; Dept. of Pharmaceutical Chemistry, School of Pharmacy and Health Sciences, International Medical University, Kuala Lumpur, 57000, Malaysia. Electronic address: srgoud2@gmail.com
  • 2 Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, 500007, India; Department of Chemistry, Christ University, Hosur Road, Bangalore, 560029, India
  • 3 Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, 500007, India
Carbohydr Res, 2017 Apr 10;442:17-19.
PMID: 28282511 DOI: 10.1016/j.carres.2017.02.008

Abstract

The total syntheses of natural products Prelactone-V and Prelactone-B have been accomplished by a novel Chiron approach starting from d-glucose. The synthesis involves isopropylidene acetal formation of d-glucose using Poly(4-vinylpyridine) supported iodine as a catalyst, Tebbe olefination, Grignard reaction, Wittig olefination, selective mono deprotection of acetal using PMA/SiO2, hydrogenation and anti-1,3-diol formation are as key steps.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

MeSH terms
Similar publications