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
IR@NEIST: CSIR-North East Institute of Science and Technology, Jorhat
View Archive Info| Field | Value | |
| Title |
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
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| Creator |
Sarma, Kuldip
Goswami, A Goswami, Bhabesh C. |
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| Subject |
Organic Chemistry
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| Description |
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
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| Publisher |
Elsevier
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| Date |
2009
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://neist.csircentral.net/208/1/2717%2DTetrahedron_Asymetry_20(11)p1295%2D1300.pdf
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. |
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| Relation |
http://neist.csircentral.net/208/
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