Literature DB >> 17367199

Enantiodivergent synthesis of both enantiomers of gypsy moth pheromone disparlure.

Kavirayani R Prasad1, Pazhamalai Anbarasan.   

Abstract

Enantiodivergent synthesis of both (-)- and (+)-disparlure, a bioactive pheromone, possessing a cis-epoxide has been accomplished. The key step involves the cross metathesis of a chiral homoallylic alcohol derived from l-(+)-tartaric acid.

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Year:  2007        PMID： 17367199     DOI： 10.1021/jo070060o

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  Potential insight for drug discovery from high fidelity receptor-mediated transduction mechanisms in insects.

Authors:  Robert B Raffa; Kenneth F Raffa
Journal:  Expert Opin Drug Discov       Date:  2011-10-01       Impact factor: 6.098

2.  Concise syntheses of insect pheromones using Z-selective cross metathesis.

Authors:  Myles B Herbert; Vanessa M Marx; Richard L Pederson; Robert H Grubbs
Journal:  Angew Chem Int Ed Engl       Date:  2012-10-10       Impact factor: 15.336

3.  Synthesis of (+)-Disparlure via Enantioselective Iodolactonization.

Authors:  Daniel W Klosowski; Stephen F Martin
Journal:  Org Lett       Date:  2018-02-12       Impact factor: 6.005

4.  Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.

Authors:  Daniel W Klosowski; J Caleb Hethcox; Daniel H Paull; Chao Fang; James R Donald; Christopher R Shugrue; Andrew D Pansick; Stephen F Martin
Journal:  J Org Chem       Date:  2018-05-22       Impact factor: 4.354
  4 in total

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