4.8 Article

Highly Enantioselective Construction of Dihydrooxazines via Pd-Catalyzed Asymmetric Carboetherification

Journal

ORGANIC LETTERS
Volume 22, Issue 1, Pages 190-193

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04123

Keywords

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Funding

  1. National Natural Science Foundation of China [21871045, 21831002]
  2. Natural Science Foundation of the Jilin Province [20160519003JH, 20190201070JC]
  3. Fundamental Research Funds for the Central Universities [2412017FZ014]

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A straightforward synthesis of highly enantioenriched 5,6-dihydro-4H-1,2-oxazines is realized by Pd-catalyzed asymmetric carboetherification of gamma,delta-alkenyl oximes with (hetero)aryl and alkenyl halides in the presence of a commercially available bisphosphine ligand. The enantioenriched products can be facilely converted to functionalized alcohols with high fidelity of chiral transfer.

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