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Stereo- and Regiocontrolled Methylboration of Terminal Alkynes.

ABSTRACT: 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.

SUBMITTER: Zhurakovskyi O

PROVIDER: S-EPMC6007961 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Stereo- and Regiocontrolled Methylboration of Terminal Alkynes.

Zhurakovskyi Oleksandr O Dias Rafael M P RMP Noble Adam A Aggarwal Varinder K VK

Organic letters 20180509 10

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. ...[more]

PMID: 29741904

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