Tetrahedron

Mono-vs. dialkylation of carbanions. Effects of absolute and relative acidity of the conjugate carbon acids in selectivity control

L Ridvan, J Závada

文献索引：Ridvan, Ludek; Zavada, Jiri Tetrahedron, 1997 , vol. 53, # 43 p. 14793 - 14806

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被引用次数: 23

摘要

The title problem was investigated in the reaction of the dibromide 1 with carbanions 2a–2g covering a range greater than 15 pK units in DMSO. It was found that the bis (monoalkylated) product 3 arises exclusively or predominantly from the carbanions 2d–2g derived from the less acidic carbon acids 7d–7g whereas the cyclic product of dialkylation 4 prevails in the reaction of the carbanions 2a–2c derived from the more acidic carbon acids ...