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Rapid Synthesis of α , β ‐Didehydroaspartic‐Acid Derivatives Carrying a β ‐Substituent
Author(s) -
Schottelius Marc J.,
Chen Peter
Publication year - 1998
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19981216)81:12<2341::aid-hlca2341>3.0.co;2-u
Subject(s) - chemistry , substituent , moiety , acylation , yield (engineering) , acetylene , derivative (finance) , cobalt , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , materials science , economics , financial economics , metallurgy
A convenient preparation of N ‐(alkoxycarbonyl)‐2,3‐didehydroaspartic acid anhydrides 4 with substitution at the 3‐position is reported. The key step is a cobalt‐mediated acylation of an acetylene moiety, producing the highly functionalized didehydroamine acid derivative in good yield. Unnatural didehydroaspartates are readily accessible.