Synlett 2017; 28(10): 1165-1169
DOI: 10.1055/s-0036-1588714
letter
© Georg Thieme Verlag Stuttgart · New York

o-Phenylenediacetic Acid Anhydride in the Castagnoli–Cushman Reaction: Extending the Product Space to ε-Lactams

Olga Bakulina
Institute of Chemistry, Saint Petersburg State University, 26 Universitetskii Prospect, Peterhof, 198504, Russian Federation   Email: m.krasavin@spbu.ru
,
Dmitry Dar’in
Institute of Chemistry, Saint Petersburg State University, 26 Universitetskii Prospect, Peterhof, 198504, Russian Federation   Email: m.krasavin@spbu.ru
,
Mikhail Krasavin*
Institute of Chemistry, Saint Petersburg State University, 26 Universitetskii Prospect, Peterhof, 198504, Russian Federation   Email: m.krasavin@spbu.ru
› Author Affiliations
Further Information

Publication History

Received: 06 January 2017

Accepted after revision: 29 January 2017

Publication Date:
06 February 2017 (online)


Abstract

The diversity of lactam products accessible by the Castagnoli–Cushman reaction (CCR) of imines and dicarboxylic acid anhydrides has been extended to privileged ε-lactams. This novel variant of the CCR using o-phenylenediacetic anhydride is often high-yielding and remarkably diastereoselective and allows the use of α-C–H imines.

Supporting Information

 
  • References and Notes

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