Kinetic resolution and double stereodifferentiation in catalytic asymmetric C-H activation of 2-substituted pyrrolidines

Authors
Davies, HML Venkataramani, C
Citation
Hml. Davies et C. Venkataramani, Kinetic resolution and double stereodifferentiation in catalytic asymmetric C-H activation of 2-substituted pyrrolidines, ORG LETT, 3(11), 2001, pp. 1773-1775
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
11
Year of publication
2001
Pages
1773 - 1775
Database
ISI
SICI code
1523-7060(20010531)3:11<1773:KRADSI>2.0.ZU;2-#
Abstract
Dirhodium tetrakis (S-(N-dodecylbenzenesulfonyl)prolinate (Rh-2(S-DOSP)(4)) catalyzed decomposition of methyl aryldiazoacetates in the presence of a s ubstituted pyrrolidines results in highly diastereoselective and enantiosel ective C-H insertions, These reactions can proceed with impressive levels o f double stereodifferentiation and kinetic resolution, which allows for thr ee stereocenters to be controlled during the C-H insertion step.