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

H Ueki, TK Ellis, MA Khan, VA Soloshonok

Index: Ueki, Hisanori; Ellis, Trevor K.; Khan, Masood A.; Soloshonok, Vadim A. Tetrahedron, 2003 , vol. 59, # 37 p. 7301 - 7306

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Citation Number: 11

Abstract

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 ...