Stereoselectivity adamantyl substituent

Recently, Ishizone d al. conducted a successful living anionic polymerization of 2-(l-adamantyl)-l,3-butadiene with sec-BuU in both THF and cyclohexane [62, 63]. Interestingly, the microstructure of the resulting polymer was predominantly regulated in 1,4-addition mode (88%, cis/trans=S2/lS), even in polar THF. Thus, the bulky adamantyl substituent significantly affected the stereoselectivity of the resultant polymer. 

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