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Highly diastereoselective synthesis of new, carbostyril-based type of conformationally-constrained β-phenylserines

✍ Scribed by Hisanori Ueki; Trevor K Ellis; Masood A Khan; Vadim A Soloshonok

Book ID
104205705
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
157 KB
Volume
59
Category
Article
ISSN
0040-4020

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✦ Synopsis

We have demonstrated that the readily available amido -keto compounds 5, with prearranged carbonyl and glycine moieties, under strongly basic conditions easily undergo complete and highly diastereoselective cyclization, affording a generalized and practical access to the conformationally constrained phenylserine derivatives 4. High chemical yields, virtually complete diastereoselectivity combined with the operational convenience of the experimental procedures render this method useful for preparation of these diastereomerically pure derivatives.

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