CC BY-ND-NC 4.0 · Synthesis 2019; 51(01): 203-212
DOI: 10.1055/s-0037-1610391
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Formation of Complex α-Imino Esters via Multihetero-Cope Rearrangement­ of α-Keto Ester Derived Nitrones

Samuel L. Bartlett
,
Kimberly M. Keiter
,
Blane P. Zavesky
,
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA   Email: jsj@unc.edu
› Author Affiliations
The project described was supported by Award R35 GM118055 from the National Institute of General Medical Sciences. K.M.K. was supported in part through the Matthew Neely Jackson Undergraduate Research Fellowship (UNC).
Further Information

Publication History

Received: 23 October 2018

Accepted: 30 October 2018

Publication Date:
06 December 2018 (eFirst)

  

This work was carried out in the Department of Chemistry at UNC Chapel Hill, which celebrated its bicentennial in 2018.

Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue

Abstract

A sequential benzoylation and multihetero-Cope rearrangement of α-keto ester derived nitrones has been developed. The reaction furnishes a diverse array of complex α-imino ester derivatives. The products can be transformed into amino alcohols via LiAlH4 reduction.

Supporting Information

 
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