Pyridinium chlorochromate mediated oxidative cyclisation of sterically crowded γ,δ-unsaturated alcohols

Tetrahedron Letters

Volumn 48, Issue 43, 2007, Pages 7610-7613

  Srikrishna, A ^a   Vasantha Lakshmi, B ^a   Sudhakar, A V S ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALLYL COMPOUND; BENZYL ALCOHOL; CHROMIC ACID; GAMMA,DELTA ALCOHOL DERIVATIVE; PYRIDINIUM CHLOROCHROMATE; SILICA GEL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CLAISEN CONDENSATION; COLUMN CHROMATOGRAPHY; CYCLIZATION; OXIDATION; ROOM TEMPERATURE;

EID: 34548854491     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.112     Document Type: Article

References (11)

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6. It was found that a minimum of 2 equiv of PCC was required for completion of the reaction. For example, reaction of alcohol 4a with 1.5 equiv of PCC furnished the bicyclic alcohol i in addition to the bicyclic ketone 8a and aldehyde 9a (i:8a:9a 3:2:5), suggesting the secondary alcohol i (or its equivalent chromium containing species) as the intermediate in the sequence.{A figure is presented}
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