Unpredicted cyclization of an enyne having a keto-carbonyl group on an alkyne using a ruthenium catalyst under ethylene gas

Organometallics

Volumn 25, Issue 4, 2006, Pages 799-801

  Tanaka, Daisuke ^a   Sato, Yoshihiro ^a   Mori, Miwako ^b  

^a HOKKAIDO UNIVERSITY   (Japan)

^b HEALTH SCIENCES UNIVERSITY OF HOKKAIDO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CATALYSTS; ETHYLENE; OXYGEN; RUTHENIUM;

ALKYNE; CYCLOPROPANE RING; ENYNE;

ORGANOMETALLICS;

EID: 33644552798     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om058053i     Document Type: Article

References (38)

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36. Elimination of the proton from I may be the rate-determining step in this reaction.
37. The reason for formation of 2k from 1k may be that the carbonyl oxygen is placed on the opposite site of the ruthenium metal due to the steric bulk of the carbonyl oxygen compared with that of the formyl proton.
38. Murai confirmed the generation of a carbene on an alkyne by a similar procedure. See ref 4g.