Organic letters

α-Hydroxy Cyclopentenones from α-Diketones

WA Batson, D Sethumadhavan, MA Tius

文献索引：Batson, William A.; Sethumadhavan, Divakaramenon; Tius, Marcus A. Organic Letters, 2005 , vol. 7, # 13 p. 2771 - 2774

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被引用次数: 18

摘要

The Yb(OTf) 3 -catalyzed reactions were performed in DMSO in the presence of pyrrolidine. 11 Although we were tempted to postulate an enamine intermediate, this is unlikely to be the case, since the cyclization also took place when N-methylpyrrolidine was used in place of pyrrolidine. The Lewis acid catalyzed process appears to take place under kinetic control. For example, diketone 7 (Table 1, entry 1) leads to a ca. 4/1 mixture of products 8 and 9. The ...