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Conformational equilibrium isotope effects in derivatives of 1,3-dioxan are consistent with four distinct origins: (i) steric hindrance, (ii) the anomeric effect, (iii) orbital interactions between C-H bonds and either non-bonding electrons through three or more coplanar bonds or (C-O)σ* orbitals, and (iv) a difference in polarity between C-H and C-D. © 1989.

Original publication

DOI

10.1016/S0040-4039(01)80751-6

Type

Journal article

Journal

Tetrahedron Letters

Publication Date

01/01/1989

Volume

30

Pages

4585 - 4588