Organic letters

Regioselective radical bromoallylation of allenes leading to 2-bromo-substituted 1, 5-dienes

T Kippo, T Fukuyama, I Ryu

文献索引：Kippo, Takashi; Fukuyama, Takahide; Ryu, Ilhyong Organic Letters, 2011 , vol. 13, # 15 p. 3864 - 3867

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被引用次数: 22

摘要

The regioselective radical bromoallylation of allenes proceeded efficiently in the presence of AIBN as a radical initiator to give 2-bromo-substituted 1, 5-dienes in excellent yields. The addition of a bromine radical took place regioselectively onto the central carbon of allenes generating a stable allyl radical, which underwent addition/β-fragmentation reactions with allylbromides. The products could be further functionalized by Pd-catalyzed coupling ...