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Construction of congested Csp³-Csp³ bonds by a formal Ni-catalyzed alkylboration.

ABSTRACT: Through the combination of a Ni-catalyzed alkene alkenylboration followed by hydrogenation, the synthesis of congested Csp³-Csp³-bonds can be achieved. Conditions have been identified that allow for the use of both alkenyl-bromides and -triflates. In addition, the hydrogenation creates another opportunity for stereocontrol, thus allowing access to multiple stereoisomers of the product. Finally, the method is demonstrated in the streamlined synthesis of a biologically relevant molecule.

SUBMITTER: Simlandy AK

PROVIDER: S-EPMC8179681 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Construction of congested Csp3-Csp3 bonds by a formal Ni-catalyzed alkylboration.

Simlandy Amit Kumar AK Sardini Stephen R SR Brown M Kevin MK

Chemical science 20210309 15

Through the combination of a Ni-catalyzed alkene alkenylboration followed by hydrogenation, the synthesis of congested Csp3-Csp3-bonds can be achieved. Conditions have been identified that allow for the use of both alkenyl-bromides and -triflates. In addition, the hydrogenation creates another opportunity for stereocontrol, thus allowing access to multiple stereoisomers of the product. Finally, the method is demonstrated in the streamlined synthesis of a biologically releva ...[more]

PMID: 34168789

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