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- Title
Rhodium(I)-Catalyzed Sequential C(sp)C(sp<sup>3</sup>) and C(sp<sup>3</sup>)C(sp<sup>3</sup>) Bond Formation through Migratory Carbene Insertion.
- Authors
Xia, Ying; Feng, Sheng; Liu, Zhen; Zhang, Yan; Wang, Jianbo
- Abstract
A RhI-catalyzed three-component reaction of tert-propargyl alcohol, diazoester, and alkyl halide has been developed. This reaction can be considered as a carbene-involving sequential alkyl and alkynyl coupling, in which C(sp)C(sp3) and C(sp3)C(sp3) bonds are built successively on the carbenic carbon atom. The RhI-carbene migratory insertion of an alkynyl moiety and subsequent alkylation are proposed to account for the two separate CC bond formations. This reaction provides an efficient and tunable method for the construction of all-carbon quaternary center.
- Subjects
CARBENES; RHODIUM catalysts; MIGRATION reactions (Chemistry); DIAZO compounds; ALKYLATION; CARBON-carbon bonds; BOND formation mechanism
- Publication
Angewandte Chemie International Edition, 2015, Vol 54, Issue 27, p7891
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201503140