Boron-Catalyzed O–H Bond Insertion of α-Aryl α-Diazoesters in Water | Zendy

Htet Htet San | Zendy; Shijun Wang | Zendy; Min Jiang | Zendy; XiangYing Tang | Zendy

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Boron-Catalyzed O–H Bond Insertion of α-Aryl α-Diazoesters in Water

Author(s) -

Htet Htet San,

Shijun Wang,

Min Jiang,

XiangYing Tang

Publication year - 2018

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.8b01988

Subject(s) - chemistry , catalysis , insertion reaction , aryl , boron , substrate (aquarium) , medicinal chemistry , combinatorial chemistry , metal , stereochemistry , organic chemistry , alkyl , oceanography , geology

A catalytic, metal-free O-H bond insertion of α-diazoesters in water in the presence of B(C 6 F 5 ) 3 · nH 2 O (2 mol %) was developed, affording a series of α-hydroxyesters in good to excellent yields. The reaction features easy operation and wide substrate scope, and importantly, no metal is needed as compared with the conventional methods. Significantly, this approach further expands the applications of B(C 6 F 5 ) 3 under water-tolerant conditions.

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