Internal Addition of Ketocarbenes to Conjugated Double Bonds | Zendy

Becker D. | Zendy; Loewenthal H. J. E. | Zendy

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Internal Addition of Ketocarbenes to Conjugated Double Bonds

Author(s) -

Becker D.,

Loewenthal H. J. E.

Publication year - 1972

Publication title -

israel journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.908

H-Index - 54

eISSN - 1869-5868

pISSN - 0021-2148

DOI - 10.1002/ijch.197200040

Subject(s) - chemistry , conjugated system , hydrogenolysis , cyclopropane , double bond , ring (chemistry) , ketone , derivative (finance) , organic chemistry , stereochemistry , catalysis , polymer , financial economics , economics

The internal, copper‐catalysed, addition of keto‐carbenes (generated from a diazoketone group) to a double bond conjugated either to a ketone or carboxylic ester function has been found to be a feasible preparative reaction in selected cases. This, together with the facile and regiospecific hydrogenolysis of the resulting 1,2‐dicarbonyl cyclopropane intermediate, appear to constitute a convenient route to multifunctional bridged‐ring systems.

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