Nucleophile-selective iodocyclizations: butyrolactone versus tetrahydrofuran formation

…, RL Beard, M Olmstead, JG Macmillan

文献索引：Kurth, Mark J.; Beard, Richard L.; Olmstead, Marilyn; Macmillan, James G. Journal of the American Chemical Society, 1989 , vol. 111, # 10 p. 3712 - 3717

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被引用次数: 21

摘要

Abstract: Nucleophile selectivity in the electrophilic cyclization of substrates like 3 has been investigated in the context of efficient chemo-and stereoselective functionalization of 3- hydroxy-2-(2-methylenecyclohexan-I-yl) butyric acids (cf., 6-9) via iodocyclization. In addition, composite nucleophile selectivities for this diastereomeric series were used to probe the reliability of ground-state conformational analysis as an indicator of relative ...