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A Concise Synthesis of Lentiginosine Derivatives Using a Pyridinium Formation via the Mitsunobu Reaction

✍ Scribed by Azzouz, Rabah; Fruit, Corinne; Bischoff, Laurent; Marsais, Francis


Book ID
118033096
Publisher
American Chemical Society
Year
2008
Tongue
English
Weight
85 KB
Volume
73
Category
Article
ISSN
0022-3263

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Boc-(R)-ot-phenylproline ethyl ester 1 was prepared in good yield starting from racemic phenylglycine. Condensation of phenylglycine ethyl ester with benzaldehyde furnished N-benzylidene phenylglycine ethyl ester which was allylated under phase transfer catalysis conditions. After acidic hydrolysis,