Synthetic utility and mechanistic studies of the aliphatic reverse Brook rearrangement
RJ Linderman, A Ghannam
Index: Linderman, Russell J.; Ghannam, Ameen Journal of the American Chemical Society, 1990 , vol. 112, # 6 p. 2392 - 2398
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Citation Number: 79
Abstract
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 ...
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