4.7 Article

Stereoselective α-Hydroxylation of Amides Using Oppolzer's Sultam as Chiral Auxiliary

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 9, Pages 3890-3900

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00068

Keywords

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Funding

  1. National Natural Science Foundation of China [21302208, 91017006, 21472223]
  2. Shanghai Science and Technology Commission [15JC1400400]

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An Oppolzer's sultam-based highly stereo selective alpha-hydroxylation of amides was developed to deliver the desired products in good yield and excellent diastereoselectivity (>20/1). The generally crystalline products and the recyclability of the chiral auxiliary illustrate the practicability and scalability of the current approach.

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