An efficient enantioselective synthesis of (S)-(-)-acromelobic acid

Authors
Adamczyk, M Akireddy, SR Reddy, RE
Citation
M. Adamczyk et al., An efficient enantioselective synthesis of (S)-(-)-acromelobic acid, ORG LETT, 2(22), 2000, pp. 3421-3423
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
22
Year of publication
2000
Pages
3421 - 3423
Database
ISI
SICI code
1523-7060(20001102)2:22<3421:AEESO(>2.0.ZU;2-7
Abstract
[GRAPHICS] A highly efficient enantioselective synthesis of (S)-(-)-acromelobic acid ( 1) was achieved via asymmetric hydrogenation of dehydroamino acid derivativ e (3) using (R,R) [Rh(DIPAMP)(COD)]BF4 catalyst followed by removal of prot ective groups in >98% ee and good over all yield. The key intermediate (3) was prepared from the commercially available citrazinic acid (4) in six ste ps.