Stereoselective synthesis of 3-substituted phtalides via asymmetric transfer hydrogenation using well-defined ruthenium catalysts under neutral conditions

Authors
Everaere, K Scheffler, JL Mortreux, A Carpentier, JF
Citation
K. Everaere et al., Stereoselective synthesis of 3-substituted phtalides via asymmetric transfer hydrogenation using well-defined ruthenium catalysts under neutral conditions, TETRAHEDR L, 42(10), 2001, pp. 1899-1901
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
10
Year of publication
2001
Pages
1899 - 1901
Database
ISI
SICI code
0040-4039(20010304)42:10<1899:SSO3PV>2.0.ZU;2-B
Abstract
The asymmetric transfer hydrogenation of methyl 2-acylbenzoates and 2-propy l 3-acetylpyridine- 2-carboxylate in 2-propanol, in the absence of base, wi th presynthesized Ru-{beta -amino alcohol) or Ru-{TsDPEN) true catalysts pr ovides 3-alkylphtalides in high yields and 92-97% ee. The procedure is, how ever, not as efficient for the preparation of optically active 3-phenylphta lide. (C) 2001 Elsevier Science Ltd. All rights reserved.