Tandem conjugate reduction-aldol cyclization using Stryker's reagent

Authors
Chiu, P Szeto, CP Geng, Z Cheng, KF
Citation
P. Chiu et al., Tandem conjugate reduction-aldol cyclization using Stryker's reagent, ORG LETT, 3(12), 2001, pp. 1901-1903
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
12
Year of publication
2001
Pages
1901 - 1903
Database
ISI
SICI code
1523-7060(20010614)3:12<1901:TCRCUS>2.0.ZU;2-9
Abstract
[GRAPHICS] Conjugate reduction by Stryker's reagent to form copper enolates, followed by intramolecular aldol cyclization, successfully generated five-and six-me mbered carbocycles in one pot efficiently. This tandem reaction is generall y diastereoselective and provides good yields of the beta -hydroxyketones w ithout any dehydration at low temperatures.