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Published June 14, 2017 | Version Supplemental Material
Journal Article Open

Palladium-catalyzed sequential monoarylation/amidation of C(sp^3)–H bonds: stereoselective synthesis of α-amino-β-lactams and anti-α,β-diamino acid

Creators

  • 1. ROR icon Zhejiang University
  • 2. ROR icon Division of Chemistry
  • 3. ROR icon California Institute of Technology

Abstract

Pd-Catalyzed sequential monoarylation/amidation of C(sp^3)–H bonds of alanine enabled by a removable 5-methoxyquinolin-8-amine (MQ) auxiliary is described. This process is highly efficient and compatible with a variety of functional groups, providing a general and practical access to various α-amino-β-lactams. The synthetic potential of this protocol is further demonstrated by the stereoselective synthesis of orthogonally protected anti-α,β-diamino acids.

Additional Information

© 2017 The Royal Society of Chemistry. Received 29th March 2017, Accepted 4th May 2017, First published on 12th May 2017. Financial support from the NSFC (21422206, 21572201), the National Basic Research Program of China (2015CB856600), and Zhejiang Provincial NSFC (LR17B020001) is gratefully acknowledged.

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Supplemental Material - c7cc02426f1_si.pdf

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Additional details

Identifiers

Eprint ID
77843
Resolver ID
CaltechAUTHORS:20170531-082654477

Funding

National Natural Science Foundation of China
21422206
National Natural Science Foundation of China
21572201
National Basic Research Program of China
2015CB856600
Zhejiang Provincial National Natural Science Foundation of China
LR17B020001

Dates

Created
2017-05-31
Created from EPrint's datestamp field
Updated
2021-11-15
Created from EPrint's last_modified field