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Stereo- and Regiocontrolled Methylboration of Terminal Alkynes
Author(s) -
Oleksandr Zhurakovskyi,
Rafael M. P. Dias,
Adam Noble,
Varinder K. Aggarwal
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.8b01252
Subject(s) - regioselectivity , chemistry , transmetalation , stereoselectivity , terminal (telecommunication) , combinatorial chemistry , catalysis , organic chemistry , computer science , telecommunications
A scalable and operationally simple synthesis of trisubstituted alkenyl boronic esters has been achieved using a Zr-catalyzed carboalumination of terminal alkynes followed by in situ transmetalation with i-PrOBpin. The products are formed in good yields and with excellent regioselectivity and perfect stereoselectivity. The new procedure provides a significant improvement over the previously reported syntheses.

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