| Literature DB >> 12917005 |
Janak Singh1, David R Kronenthal, Mark Schwinden, Jollie D Godfrey, Rita Fox, Edward J Vawter, Bo Zhang, Thomas P Kissick, Bharat Patel, Omar Mneimne, Michael Humora, Chris G Papaioannou, Walter Szymanski, Michael K Y Wong, Chien K Chen, James E Heikes, John D DiMarco, Jun Qiu, Rajendra P Deshpande, Jack Z Gougoutas, Richard H Mueller.
Abstract
[reaction: see text] An efficient asymmetric synthesis of the vasopeptidase inhibitor BMS-189921 was accomplished. Two short enantioselective syntheses of the common key intermediate (S)-alpha-aminoazepinone 6b were developed. Olefin 3 was converted to 6b via asymmetric hydrogenation. Alternatively, enyne 12 was converted to racemic alpha-aminoazepinone 15b, which was transformed to 6b by a practical dynamic resolution.Entities:
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Year: 2003 PMID: 12917005 DOI: 10.1021/ol0352308
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005