Literature DB >> 12153284

Improved enantioselectivity in the epoxidation of cinnamic acid derivatives with dioxiranes from keto bile acids.

Olga Bortolini1, Giancarlo Fantin, Marco Fogagnolo, Roberto Forlani, Silvia Maietti, Paola Pedrini.   

Abstract

The asymmetric epoxidation of substituted cinnamic acids has been obtained in the presence of different keto bile acid derivatives as optically active carbonyl inducers and Oxone as oxygen source. Predominant or almost exclusive formation of both enantiomeric epoxides is obtained (ee up to 95%) depending on the specific substitution at carbons C(7) and C(12) of the bile acid.

Entities:  

Mesh：

Substances：

Year:  2002        PMID： 12153284     DOI： 10.1021/jo020146b

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


  3 in total

Review 1.  Chemical and metabolic transformations of selected bile acids.

Authors:  K Kuhajda; S Kevresan; J Kandrac; J P Fawcett; M Mikov
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2006 Jul-Sep       Impact factor: 2.441

2.  Synthesis of (R)-2-(benzyloxy)-tetrahydro-5,5-dimethylfuran by a new oxidative rearrangement.

Authors:  David Díez; Marta G Nuñez; Rosalina F Moro; Narciso M Garrido; Isidro S Marcos; Pilar Basabe; Julio G Urones
Journal:  Molecules       Date:  2006-12-18       Impact factor: 4.411

3.  Highly enantioselective epoxidation of styrenes: implication of an electronic effect on the competition between spiro and planar transition states.

Authors:  Matthew Hickey; David Goeddel; Zackary Crane; Yian Shi
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-06       Impact factor: 11.205
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.