TY - JOUR
T1 - Transition metal-catalyzed ring-opening, substitution, and cyclopropanation reactions via vinylcarbene complexes generated from O-propargyl thiocarbamates
AU - Ikeda, Yuji
AU - Murai, Masahito
AU - Abo, Tomohiro
AU - Miki, Koji
AU - Ohe, Kouichi
N1 - Funding Information:
This work is supported by Grant-in-Aid for Scientific Research on Priority Areas “Synergistic Effects for Creation of Functional Molecules” (Area 459, No. 19027027) and Scientific Research (B, 19350093), from the Ministry of Education, Culture, Sports, Science and Technology, Japan. Financial support from the Sumitomo Foundation is gratefully acknowledged.
PY - 2007/9/17
Y1 - 2007/9/17
N2 - We have developed various transition metal-catalyzed vinylcarbene transfer reactions, such as ring-opening, substitution, and cyclopropanation reactions, using O-propargyl thiocarbamates as carbene precursors. Platinum, ruthenium, rhodium, and gold complexes are effective for vinylcarbenoid formation. The highly nucleophilic nature and resonance effect of a thiocarbamoyl moiety readily permit the rearrangement of a thiocarbamoyl moiety from a propargylic position to an adjacent alkynyl carbon to give the intermediary vinylcarbene complexes.
AB - We have developed various transition metal-catalyzed vinylcarbene transfer reactions, such as ring-opening, substitution, and cyclopropanation reactions, using O-propargyl thiocarbamates as carbene precursors. Platinum, ruthenium, rhodium, and gold complexes are effective for vinylcarbenoid formation. The highly nucleophilic nature and resonance effect of a thiocarbamoyl moiety readily permit the rearrangement of a thiocarbamoyl moiety from a propargylic position to an adjacent alkynyl carbon to give the intermediary vinylcarbene complexes.
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U2 - 10.1016/j.tetlet.2007.07.123
DO - 10.1016/j.tetlet.2007.07.123
M3 - Article
AN - SCOPUS:34548026802
SN - 0040-4039
VL - 48
SP - 6651
EP - 6654
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 38
ER -