Conformations of some dianhydrohexitols
1969 ◽
Vol 47
(13)
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pp. 2395-2401
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Keyword(s):
Proton magnetic resonance spectra of three known diastereoisomers 1,4:3,6-dianhydro-D-glucitol, 1,4:3,6-dianhydro-D-mannitol, 1,4:3,6-dianhydro-L-iditol, and their diacetyl and dimesyl derivatives have been analyzed. The coupling constants obtained have been utilized to determine the conformation of the five-membered rings. Constancy of the couplings between ring protons throughout the series of compounds indicates the existence of one conformation common to all, and this appears to be a composite of the Cs and C2 forms. It is significant that intramolecular hydrogen bonding, which occurs in two of the three diastereoisomers, has little or no effect on ring conformation.
1968 ◽
Vol 46
(15)
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pp. 2593-2600
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1966 ◽
Vol 70
(5)
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pp. 1434-1440
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1967 ◽
Vol 32
(8)
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pp. 2394-2397
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1960 ◽
Vol 64
(6)
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pp. 767-769
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2008 ◽
Vol 90
(3)
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pp. 101-104
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1972 ◽
Vol 25
(10)
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pp. 2145
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