Sarma, Kuldip and Goswami, A and Goswami, Bhabesh C. (2009) Exploration of chiral induction on epoxides in lipase-catalyzed epoxidation of alkenes using (2R,3S,4R,5S)-(–)-2,3:4,6-di-O-isopropylidiene-2-keto-L-gulonic acid monohydrate. Tetrahedron Asymetry, 20 (11). pp. 1295-1300.

[img]
Preview
PDF (2717) - Published Version
Download (1066Kb) | Preview

Abstract

Epoxidation of alkenes by peracid, generated in situ from (2R,3S,4R,5S)-(�)-2,3:4,6-di-O-isopropylidiene- 2-keto-L-gulonic acid monohydrate [(�)-DIKGA] and hydrogen peroxide by lipase catalysis induces chirality on the product epoxides with moderate to good enantioselectivity (35–71%). Alkoxy/aralkyloxy styrenes however did not undergo any epoxidation. (R)-(+)-4-Hydroxy styrene-7,8-oxide was formed and isolated with moderate enantiomeric excess (57%) but was found to have poor stability

Item Type: Article
Subjects: Chemistry > Organic Chemistry
Divisions: UNSPECIFIED
Depositing User: Dr. PK Barooah
Date Deposited: 29 Dec 2011 06:56
Last Modified: 29 Dec 2011 06:56
URI: http://neist.csircentral.net/id/eprint/208

Actions (login required)

View Item View Item