期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2006, 期 20, 页码 4585-4595出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200600502
关键词
asymmetric synthesis; asymmetric catalysis; organocatalysis; Passerini reaction; proline; beta-secretase; Alzheimer's disease
The combination of the enantioselective, organocatalytic alpha-animation of aldehydes by diazodicarboxylates and the Passerini reaction provides rapid access to norstatine-based peptidomimetics. These intermediates were elaborated further by deprotection and cleavage of the N-N bond to provide useful building blocks for aspartic protease inhibitors. Coupling of the compounds 76-86 with the mono-isophthalamide 91 provided moderate inhibitors of human P-secretase (BACE) 92-102, ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).
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