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Synthesis of statine from (S)-malic acid; stereocontrol via radical cyclization

✍ Scribed by Wim-Jan Koot; Roel van Ginkel; Mirko Kranenburg; Henk Hiemstra; Saskia Louwrier; Marinus J. Moolenaar; W.Nico Speckamp

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
268 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

Highly stereoselective syntheses of enantiomerically pure y-amino acids statine and 4-epistatine from (S)-malic acid are described by using, respectively, an intramolecular cr-acylamino radical reaction and an intermolecular N-acyliminium allylsilane coupling. y-Amino acids 4 can be synthesized from succinimides 1 (Scheme 1) in a general fashion through a

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