Synthesis of fused bicyclic rings by tandem radical ring expansion/cyclization: Evaluating competing intramolecular reactions
C Wang, X Gu, SY Marvin, DP Curran
Index: Wang, Cunxiao; Gu, Xin; Yu, Marvin S.; Curran, Dennis P. Tetrahedron, 1998 , vol. 54, # 29 p. 8355 - 8370
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Citation Number: 24
Abstract
One-and three-carbon “Dowd-Beckwith” ring expansions of cyclopentanones and cyclohexanones are generally successful, but tandem expansion/cyclization reactions can be compromised by competing processes. An evaluation of the competition between ring expansion, 1, 5-hydrogen transfer, and 6-exo cyclization provides information on how to design successful tandem expansion cyclization sequences.
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