Dataset Information


Practical carbon-carbon bond formation from olefins through nickel-catalyzed reductive olefin hydrocarbonation.

ABSTRACT: New carbon-carbon bond formation reactions expand our horizon of retrosynthetic analysis for the synthesis of complex organic molecules. Although many methods are now available for the formation of C(sp(2))-C(sp(3)) and C(sp(3))-C(sp(3)) bonds via transition metal-catalyzed cross-coupling of alkyl organometallic reagents, direct use of readily available olefins in a formal fashion of hydrocarbonation to make C(sp(2))-C(sp(3)) and C(sp(3))-C(sp(3)) bonds remains to be developed. Here we report the discovery of a general process for the intermolecular reductive coupling of unactivated olefins with alkyl or aryl electrophiles under the promotion of a simple nickel catalyst system. This new reaction presents a conceptually unique and practical strategy for the construction of C(sp(2))-C(sp(3)) and C(sp(3))-C(sp(3)) bonds without using any organometallic reagent. The reductive olefin hydrocarbonation also exhibits excellent compatibility with varieties of synthetically important functional groups and therefore, provides a straightforward approach for modification of complex organic molecules containing olefin groups.


PROVIDER: S-EPMC4821992 | BioStudies | 2016-01-01T00:00:00Z

REPOSITORIES: biostudies

Similar Datasets

2017-01-01 | S-EPMC5314431 | BioStudies
2017-01-01 | S-EPMC5260806 | BioStudies
2018-01-01 | S-EPMC6296363 | BioStudies
2018-01-01 | S-EPMC6687088 | BioStudies
2017-01-01 | S-EPMC5552783 | BioStudies
2017-01-01 | S-EPMC5478194 | BioStudies
2018-01-01 | S-EPMC6469987 | BioStudies
2018-01-01 | S-EPMC6053907 | BioStudies
1000-01-01 | S-EPMC6015005 | BioStudies
2016-01-01 | S-EPMC5695702 | BioStudies