A series of carbene-chromium complexes bearing a phenyl substituent and an alkoxyalkyne substituent have been prepared by acetoxy replacement. Intramolecular cycloaddltlon with carbon monoxide Insertion occurs to provide naphthohydroqulnones In good yield.
Regioselectivity of the reaction of a chromium-carbene complex with alkynes: Examination of steric and electronic factors
β Scribed by A. Yamashita; A. Toy
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 219 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Examination of a steric and electronic
factor of alkyne in regioselectivity in the reaction of a phenyl chromium carbene complex with unsymmetrical alkynes is described.
π SIMILAR VOLUMES
The unusual stability of phenylsulfinyl carbene, signalled by (1) the ease by which it is formed unimolecularly from phenyl diazomethyl sulfoxide, (2) the lack of C-H insertion reactions, and (3) the high degree of stereoselectivity in cycloaddition to Z-2-butene and cyclohexene, 2 strongly suggests
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