Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 13, Pages 4522-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja910451j
Keywords
-
Categories
Funding
- Inohana Foundation (Chiba University)
- MEXT [21590003]
- Grants-in-Aid for Scientific Research [21590003] Funding Source: KAKEN
Ask authors/readers for more resources
A palladium-catalyzed dicyanative [4+2] cycloaddition reaction using dienynes with TMSCN under aerobic conditions is described. This new reaction triggered by the cyanopalladation of terminal alkynes includes regioselective direct cyanation to C-C triple bonds by TMSCN to give pi-allyl Pd intermediates, which promotes 5-exo followed by 6-endo cyclization. This protocol enables (1) the formation of four C-C bonds through one operation, (2) the construction of highly functionalized cyclohexene rings, and (3) the generation of five contiguous stereogenic centers in one operation. The intermolecular cycloaddition reaction between a conjugated enyne and methyl acrylate also proceeded in a regioselective fashion to give multifunctionalized carbocycles.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available