Tetrahedron

CsF in organic synthesis. Regioselective nucleophilic reactions of phenols with oxiranes leading to enantiopure β-blockers

K Kitaori, Y Furukawa, H Yoshimoto, J Otera

文献索引：Kitaori, Kazuhiro; Furukawa, Yoshiro; Yoshimoto, Hiroshi; Otera, Junzo Tetrahedron, 1999 , vol. 55, # 50 p. 14381 - 14390

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被引用次数: 53

摘要

The two modes of the paths in the reaction of oxiranes with phenols are completely controlled by CsF. Glycidyl nosylate undergoes exclusive substitution at the C1 position whereas the ring-opening (C-3 attack) occurs with epichlorohydrin, glycidol, and 1, 2- epoxyalkanes. These reactions provide convenient access to enantiopure β-blockers.