Stereoselective Synthesis of all Stereoisomeric 2-Amino-3-Hydroxy-4-Phenylbutanolides
โ Scribed by Susan Gair; Richard F.W Jackson*; Paul A Brown
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 501 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
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 stereoisomersof the title 2-amino-3 -hydroxy-4-phenylbutanolides IOa-d. 01997 Elsevier ScienceLtd.
๐ SIMILAR VOLUMES
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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## Abstract magnified image 2โ[(Disubstitutedโmethylene)โhydrazino] benzoic acid phenacylesters **2aโ2d**, prepared from anthranilic acid phenacylester **1**, were unsuccesfully tried as starting materials for the synthesis of __N__โaminoโ3โhydroxyโ2โphenylโ4(1__H__)โquinolinone **8**. The desired