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Integrated route to the L-aldohexoses using a common man-made chiral building block
M Takeuchi1, T Taniguchi, K Ogasawara
1Pharmaceutical Institute, Tohoku University, Aobayama, Sendai, Japan.
Chirality
|May 29, 2000
Abstract:
Starting from a common man-made chiral sugar building block, five out of eight L-aldohexoses have been synthesized in a diastereocontrolled manner to complete an integrated synthesis of the eight possible aldohexoses; the remaining three L-hexoses were synthesized from the same building block. Thus, L-altrose, L-mannose, L-allose, L-talose, and L-glucose were obtained in the present investigation on the basis of the inherent convex-face selectivity exerted by the chiral building block.