Tetrahedron p. 1663 - 1668 (1981)
Update date:2022-08-02
Topics:
Walba, David M.
Haltiwanger, R. Curtis
Wand, Mike D.
Wilkes, Marty C.
The preparation and structure of the novel bicyclic ketals 5 and 6 is reported.A single crystal X-ray structure of compound 5 establishes the structures of 5 and 6. (1)H and (13)C NMR spectra are interpreted in terms of chair conformations for both 5 and 6, even though an unfavorable syn-diaxial interaction is present in 6.In the (1)H spectra, the axial C-4 proton of compound 5 absorbs downfield of its equatorial counterpart in 6.This is apparently due to a deshielding effect of the syn-diaxial C-2 methoxy group in compound 5.
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Doi:10.1039/c6dt02997c
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