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Ruthenium-Catalyzed Hydroalkynylative Cyclization of 1,6-Enynes Induced by Substituent Effects.
- Source :
-
Organic letters [Org Lett] 2016 Aug 19; Vol. 18 (16), pp. 4040-3. Date of Electronic Publication: 2016 Aug 09. - Publication Year :
- 2016
-
Abstract
- The ruthenium-catalyzed 1,6-enyne cyclization in the presence of bulky substituted terminal alkyne proceeds smoothly at room temperature to afford highly substituted five-membered cyclic compounds featuring a 1,5-enyne motif. Deuterium-labeling experiments showed that the key ruthenacyclopentene intermediate undergoes cleavage of metal-carbon bonds through the metal-assisted σ-bond metathesis reaction, thus leading to the formation of C(sp(2))-H and C(sp(3))-C(sp) bonds.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 18
- Issue :
- 16
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 27504966
- Full Text :
- https://doi.org/10.1021/acs.orglett.6b01901