Enantioselective Copper-Catalyzed Electrophilic Dearomative Azidation of β-Naphthols.

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ID: 58328
2019
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Abstract
The first example of copper-catalyzed enantioselective dearomative azidation of β-naphthols using a readily available N-transfer reagent is reported. A series of 2-hydroxy-1-naphthamides bearing a complex -substituent were converted to the corresponding products in high yields with up to 96% ee, and chiral 1-azido-2-hydroxy-1-naphthoates were obtained with up to 90% ee under mild reaction conditions. The azides could be further transformed into the corresponding 1,2,3-triazoles smoothly via "click" reaction.
Reference Key
wang2019enantioselectiveorganic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Chong-Ji Wang, Jian Sun, Wei Zhou, Jing Xue, Bing-Tao Ren, Guang-Yi Zhang, Yan-Le Mei, Qing-Hai Deng
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Journal Organic letters
Year 2019
DOI
10.1021/acs.orglett.9b02604
URL
Keywords
Organic Chemistry hepatocellular carcinoma click reaction toxicology breast adenocarcinoma ethinylestradiol pharmaceutical chemistry β-keto-1,2,3-triazoles

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