1) oxidise using your favourite method (pyridinium dichromate; metal catalyst and oxygen; hypochlorous acid etc.) to cyclopentanone.
2) Pd catalysis using a bidentate ligand e.g. DPPF, with a hindered base, coupling the cyclopentanone to PhBr, to give the alpha-arylated product.
See JACS 1997, 119, p.12382 by John Hartwig. This method works with isopropyl ketones also
1) oxidise using your favourite method (pyridinium dichromate; metal catalyst and oxygen; hypochlorous acid etc.) to cyclopentanone. 2) Pd catalysis using a bidentate ligand e.g. DPPF, with a hindered base, coupling the cyclopentanone to PhBr, to give the alpha-arylated product.See JACS 1997, 119, p.12382 by John Hartwig. This method works with isopropyl ketones also
Step 1 dehydrate cyclopentanol to cyclopentene with conc Sulfuric acid
Step 2 epoxidise cyclopentene with m- Chloroperbenzoic acid
Step 3 open the epoxide with phenyl grignard to give 2-phenyl cyclopentanol
Step 4 oxidise to required product
Step 1 dehydrate cyclopentanol to cyclopentene with conc Sulfuric acid
Step 2 epoxidise cyclopentene with m- Chloroperbenzoic acid
Step 3 open the epoxide with phenyl grignard to give 2-phenyl cyclopentanol
Step 4 oxidise to required product
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VOTE
1) oxidise using your favourite method (pyridinium dichromate; metal catalyst and oxygen; hypochlorous acid etc.) to cyclopentanone. 2) Pd catalysis using a bidentate ligand e.g. DPPF, with a hindered base, coupling the cyclopentanone to PhBr, to give the alpha-arylated product. See JACS 1997, 119, p.12382 by John Hartwig. This method works with isopropyl ketones also
1) oxidise using your favourite method (pyridinium dichromate; metal catalyst and oxygen; hypochlorous acid etc.) to cyclopentanone. 2) Pd catalysis using a bidentate ligand e.g. DPPF, with a hindered base, coupling the cyclopentanone to PhBr, to give the alpha-arylated product.See JACS 1997, 119, p.12382 by John Hartwig. This method works with isopropyl ketones also
More
VOTE