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  • Synthesis of Chiral α-Amino Tertiary Boronic Esters by Enantioselective Hydroboration of α-Arylenamides.

Synthesis of Chiral α-Amino Tertiary Boronic Esters by Enantioselective Hydroboration of α-Arylenamides.

Journal of the American Chemical Society (2015-05-06)
Naifu Hu, Guoqing Zhao, Yuanyuan Zhang, Xiangqian Liu, Guangyu Li, Wenjun Tang
ABSTRACT

The rhodium-catalyzed asymmetric hydroboration of α-arylenamides with BI-DIME as the chiral ligand and (Bpin)2 as the reagent yields for the first time a series of α-amino tertiary boronic esters in good yields and excellent enantioselectivities (up to 99% ee).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(S)-BIDIME, ≥97%
Sigma-Aldrich
(2R,3R)-iPr-BIDIME
Sigma-Aldrich
(R)-BIDIME, ≥97%
Sigma-Aldrich
(S)-AntPhos, ≥97%
Sigma-Aldrich
(R)-AntPhos, ≥97%