Efficient and stereodivergent synthesis of deoxyimino sugars
Bor-Cherng Hong1, Zhong-Yi Chen, Arumugam Nagarajan
1Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi 621, Taiwan, ROC. chebch@ccu.edu.tw
Carbohydrate Research
|September 20, 2005
Abstract:
Both cis- and trans-2-substituted-1,2,3,6-tetrahydro-pyridin-3-ols have been prepared via an aldol condensation-ring-closing metathesis sequence. A stereodivergent synthesis of optionally functionalized deoxyimino sugars was achieved via asymmetric dihydroxylation or epoxidation/nucleophilic substitution of these tetrahydropyridines.
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