| Literature DB >> 29711040 |
Emmanuel Lacôte1, Bénédicte Delouvrié1, Louis Fensterbank1, Max Malacria1.
Abstract
Alkylidene-substituted cyclopentane derivatives are formed in high enantiomeric purity by the reaction shown below. A highly diastereoselective radical cyclization is followed by elimination of a β-sulfinyl radical. Interestingly, the addition of the Lewis acid methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) totally reverses the stereochemical outcome of the reaction. E=CO2 Me. © 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.Entities:
Keywords: Asymmetric synthesis; Cyclizations; Domino reactions; Lewis acids; Radicals
Year: 1998 PMID： 29711040 DOI： 10.1002/(SICI)1521-3773(19980817)37:15<2116::AID-ANIE2116>3.0.CO;2-L
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336