Copper(I)-Catalyzed Enantioselective Boryl Substitution of Allyl Acylals: An Efficient Approach for Enantioenriched α-Chiral γ-Acetoxyallylboronates
Yuta Takenouchi, Ryoto Kojima, Riko Momma, Hajime Ito*
*Division of Applied Chemistry and Frontier Chemistry Center,
Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido, 060-8628, Japan,
Email: hajito
eng.hokudai.ac.jp
Y. Takenouchi, R. Kojima, R. Momma, H. Ito, Synlett, 2017, 28, 270-274.
DOI: 10.1055/s-0036-1588354
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Abstract
A copper(I)-catalyzed γ-boryl substitution of allyl acylals enables an enantioselective synthesis of α-chiral γ-acetoxyallylboronates with high E/Z selectivity and enantioselectivity. A subsequent reaction with aldehydes provides monoprotected anti-1,2-diol derivatives with high stereoselectivity.
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Key Words
boron, allylboronates, enantioselectivity, copper, catalysis, allylation
ID: J60-Y2017
