α-ketene alkyl and α, β-unsaturated acyl radical intermediates in ring constructions
CJ Hayes, G Pattenden
Index: Hayes, Christopher J.; Pattenden, Gerald Tetrahedron Letters, 1996 , vol. 37, # 2 p. 271 - 274
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Citation Number: 25
Abstract
Treatment of the E-α, β-unsaturated selenyl esters 1 and 3a with Bu3SnH-AIBN produces the corresponding cyclohexenones 2 and 7 8 respectively via presumed α-ketene alkyl radical intermediates. In a similar manner the cyclopropyl ester 9 leads to a mixture of 12 and 13, and the 2, 7-diene selenyl ester 15 undergoes a novel bi-cyclisation producing the diquinane 17 in 76% yield.
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