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Stereoselective synthesis of 2-amino-1-hydroxy-3-phenylpropylphosphonic acid

✍ Scribed by Jan Zygmunt; Roman Gancarz; Barbara Lejczak; Piotr Wieczorek; Pawel Kafarski


Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
212 KB
Volume
6
Category
Article
ISSN
0960-894X

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✦ Synopsis


A highly stereoselective synthesis of 2-amino-l-hydroxy-3-phenylpropylphosphonic acid was achieved by simple addition of diethyl phosphite to enantiomeric N-blocked phenylalanlnals. These compouds exhibit sit, nificant herbicidal activity.


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✍ Susan Gair; Richard F.W Jackson*; Paul A Brown πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 501 KB

Diastereoselectivemethylationof the ketone 5a leads ro the anti-derivative4a; the other diastereoisomer 4b may be obrained by a deprotonatiotrheprotonationsequence. Each of the methylatedproductsmay be reducedstereoselectivelyin either sense by appropriatechoice of reagent, providinga route to all s