TY - JOUR
T1 - (-)-Quinic acid in organic synthesis. Part 4. Syntheses of cyclophellitol and its (1R, 6S)-, (2S)-, (1R, 2S, 6S)-diastereoisomers
AU - Shing, Tony K.M.
AU - Tai, Vincent W.F.
PY - 1994/1/1
Y1 - 1994/1/1
N2 - Cyclophellitol 1 and its (1R, 6S)-, (2S)-, (1R, 2S, 6S)-diastereoisomers 2, 3 and 4 are constructed from quinic acid involving the following key steps: regioselective cyclic sulfate ring opening, regiospecific oxidative elimination and an epoxidation. Diastereoisomers 1, 2, 3 and 4 are characterized as their corresponding tetraacetates 5, 6, 7 and 8.
AB - Cyclophellitol 1 and its (1R, 6S)-, (2S)-, (1R, 2S, 6S)-diastereoisomers 2, 3 and 4 are constructed from quinic acid involving the following key steps: regioselective cyclic sulfate ring opening, regiospecific oxidative elimination and an epoxidation. Diastereoisomers 1, 2, 3 and 4 are characterized as their corresponding tetraacetates 5, 6, 7 and 8.
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U2 - 10.1039/P19940002017
DO - 10.1039/P19940002017
M3 - Article
AN - SCOPUS:37049074505
SN - 1472-7781
SP - 2017
EP - 2025
JO - Journal of the Chemical Society. Perkin Transactions 1
JF - Journal of the Chemical Society. Perkin Transactions 1
ER -