Unknown

Dataset Information

0

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.

SUBMITTER: Lu X 

PROVIDER: S-EPMC4821992 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

altmetric image

Publications

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

Lu Xi X   Xiao Bin B   Zhang Zhenqi Z   Gong Tianjun T   Su Wei W   Yi Jun J   Fu Yao Y   Liu Lei L  

Nature communications 20160401


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 th  ...[more]

Similar Datasets

| S-EPMC8163243 | biostudies-literature
| S-EPMC6698183 | biostudies-literature
| S-EPMC8966719 | biostudies-literature
| S-EPMC3971728 | biostudies-literature
| S-EPMC2856941 | biostudies-literature
| S-EPMC11376093 | biostudies-literature
| S-EPMC3083823 | biostudies-literature
| S-EPMC3547142 | biostudies-literature
| S-EPMC4692364 | biostudies-literature