Stereoselective preparation and reaction of chiral secondary cycloalkyl- and alkyl-zinc reagents

Authors
Boudier, A Flachsmann, F Knochel, P
Citation
A. Boudier et al., Stereoselective preparation and reaction of chiral secondary cycloalkyl- and alkyl-zinc reagents, SYNLETT, (12), 1998, pp. 1438-1440
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
12
Year of publication
1998
Pages
1438 - 1440
Database
ISI
SICI code
0936-5214(199812):12<1438:SPAROC>2.0.ZU;2-8
Abstract
The hydroboration of trisubstituted olefins with IpcBH(2) provides enantiom erically enriched organoboranes which after successive treatment with Et2BH and i-Pr2Zn afford diastereomerically pure (>95% de) configurationally sta ble cyclic and open-chain organozinc reagents which can be trapped with var ious electrophiles (allylic halides, acid chlorides and 1-bromoalkynes) wit h retention of configuration.