An enantio- and stereocontrolled synthesis of (-)-mycestericin E via cinchona alkaloid-catalyzed asymmetric Baylis-Hillman reaction

Authors
Iwabuchi, Y Furukawa, M Esumi, T Hatakeyama, S
Citation
Y. Iwabuchi et al., An enantio- and stereocontrolled synthesis of (-)-mycestericin E via cinchona alkaloid-catalyzed asymmetric Baylis-Hillman reaction, CHEM COMMUN, (19), 2001, pp. 2030-2031
Citations number
12
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
19
Year of publication
2001
Pages
2030 - 2031
Database
ISI
SICI code
1359-7345(20011007):19<2030:AEASSO>2.0.ZU;2-Y
Abstract
A new enantiocontrolled synthesis of a potent immunosuppressant (-)-myceste ricin E has been accomplished by using cinchona alkaloid-catalyzed asymmetr ic Baylis-Hillman reaction of an aldehyde with 1,1,1,3,3,3-hexafluoroisopro pyl acrylate and Lewis acid-promoted cyclisation of an epoxytrichloroacetim idate as the key steps.