Gilman-Type versus Lipshutz-Type Reagents: Competition in Lithiocuprate Chemistry
Posted on 2009-01-12 - 00:00
CuCN reacts with RLi and TMPLi (TMP = 2,2,6,6-tetramethylpiperidide) to give Gilman-type cuprates R(TMP)CuLi·nL (R = Ph, n = 3, L = THF 2; R = Me, n = 1, L = TMEDA 3). 3 and 3·LiCN have been tested in directed ortho cupration with data suggesting enhanced efficiency for Lipshutz-type 3·LiCN; competition between Lipshutz- and Gilman-type formulations is rationalized by DFT methods.
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Haywood, Joanna; Morey, James V.; E. H. Wheatley, Andrew; Liu, Ching-Yuan; Yasuike, Shuji; Kurita, Jyoji; et al. (2016). Gilman-Type versus Lipshutz-Type Reagents: Competition in Lithiocuprate Chemistry. ACS Publications. Collection. https://doi.org/10.1021/om801101u
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AUTHORS (8)
- JHJoanna HaywoodJMJames V. MoreyAEAndrew E. H. WheatleyCLChing-Yuan LiuSYShuji YasuikeJKJyoji KuritaMUMasanobu UchiyamaPRPaul R. Raithby
