ISSN:
0009-2940
Keywords:
Conformational analysis
;
Spiro[4.5]decanes
;
Allylboration, transition state models
;
Ketals, chiral, cleavage by Lewis acids
;
Calculations, MNDO and SYBYL
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The conformational behaviour of 10-X-substituted 1,4-dioxa-and 1,4,6-trioxaspiro[4.5]decanes 1 - 4 has been studied by 13C-, 19F- and 1H-NMR spectroscopy. Two X-ray analyses (of 2a,e) are presented, and their implications to cleavage reactions of chiral acetals are discussed. Participation of twist boat forms in the conformeric equilibrium of at least 1c has been made plausible by observing 13C,19F-NMR coupling constants. The ratios of axial to equatorial conformer in 1 - 4 have been calculated by molecular mechanics.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240322
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