Cornforth reagent → 2-(3-Oxopent-1-yl)bicyclo[3.3.0]octan-7-one

Participants

Reaction Steps

The procedure followed is the same as that described in Example 13, making the following substitutions made: the starting material prepared in Example 31, 2-(3-hydroxypent-1-yl)bicyclo[3.3.0]octan-3-one {hexahydro-4-(3-hydroxypentyl)-2(1H)-pentalenone} (0.8 g, 3.8 mmoles), and pyridinium dichromate (0.82 g, 2.1 mmoles) dissolved in methylene chloride (10 ml). The crude product is chromatographed on silica gel and subsequently kugelrohred under reduced pressure leaving a clear, colorless oil (0.55 g, 2.6 mmoles).

Provenance & Evidence