Synthetic utility and mechanistic studies of the aliphatic reverse Brook rearrangement

RJ Linderman, A Ghannam

文献索引：Linderman, Russell J.; Ghannam, Ameen Journal of the American Chemical Society, 1990 , vol. 112, # 6 p. 2392 - 2398

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被引用次数: 79

摘要

Abstract: The aliphatic reverse Brook rearrangement has been examined in detail. Transmetalation of [a-[(trialkylsilyl)-oxylalkyl] trialkylstannanes occurs via a complex equilibrium favoring the most stable carbanion. The aliphatic reverse Brook rearrangement is driven forward by the rapid migration of silicon from 0 to C in a transient a-silyloxy carbanion due to the formation of the more stable lithium alkoxide. Cross-over ...