Tetrahedron p. 14381 - 14390 (1999)
Update date:2022-07-30
Topics:
Kitaori, Kazuhiro
Furukawa, Yoshiro
Yoshimoto, Hiroshi
Otera, Junzo
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.
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