Reductive cleavage and subsequent transformations of 5-oxa-6-azaspiro[2.4]heptane-1-carboxylates


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Abstract

Treatment of methyl 4,6-diaryl-5-oxa-6-azaspiro[2.4]heptane-1-carboxylates with zinc in acetic acid leads to cleavage of the N–O bond in the isoxazolidine ring with formation of 1,3-amino alcohols whose subsequent cyclization under the reaction conditions yields bi- or tricyclic lactams or lactones with retention of the three-membered ring.

About the authors

A. P. Molchanov

St. Petersburg State University

Author for correspondence.
Email: a.molchanov@spbu.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

T. Q. Tran

School of Chemical Engineering

Email: a.molchanov@spbu.ru
Viet Nam, 1 Dai Co Viet Road, Hanoi

A. V. Stepakov

St. Petersburg State University

Email: a.molchanov@spbu.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

R. R. Kostikov

St. Petersburg State University

Email: a.molchanov@spbu.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

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