An efficient formal synthesis of (-)-balanol by using ruthenium-catalyzed asymmetric hydrogenation

Authors
Phansavath, P de Paule, SD Ratovelomanana-Vidal, V Genet, JP
Citation
P. Phansavath et al., An efficient formal synthesis of (-)-balanol by using ruthenium-catalyzed asymmetric hydrogenation, EUR J ORG C, (23), 2000, pp. 3903-3907
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
23
Year of publication
2000
Pages
3903 - 3907
Database
ISI
SICI code
1434-193X(200012):23<3903:AEFSO(>2.0.ZU;2-R
Abstract
An efficient formal synthesis of (-)-balanol is reported. The ten-step sequ ence leading to a key precursor 4 features a highly stereoselective synthes is of the functionalized hexahydroazepine core through dynamic kinetic reso lution of a racemic alpha -amido beta -keto ester using a ruthenium(II)-cat alyzed hydrogenation reaction.