Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 13, Pages 4336-4339Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201511921
Keywords
1,5-enynes; cycloisomerization; frustrated Lewis pairs; kinetic isotope effect; protodeborylation
Categories
Funding
- German science foundation (DFG) [PA 1562/6-1, SFB 813]
Ask authors/readers for more resources
The first frustrated Lewis pair-catalyzed cycloisomerization of a series of 1,5-enynes was developed. The reaction proceeds via the -activation of the alkyne and subsequent 5-endo-dig cyclization with the adjacent alkene. The presence of PPh3 was of utmost importance on the one hand to prevent side reactions (for example, 1,1-carboboration) and on the other hand for the efficient protodeborylation to achieve the catalytic turnover. The mechanism is explained on the basis of quantum-chemical calculations, which are in full agreement with the experimental observations.
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