Synthesis of saccharides and related polyhydroxylated natural products. 1. Simple alditols

T Katsuki, AWM Lee, P Ma, VS Martin…

Index: Katsuki, T.; Lee, A. W. M.; Ma, P.; Martin, V. S.; Masamune, S.; et al. Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1373 - 1378

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Citation Number: 200

Abstract

(17) This separation was performed by using a single silica gel car- tridge and 3070 EtOAehexane as eluant. Allylic alcohol 10 elutes first (tR 12 min, 100 mL/min) followed by DIPT (tR 18 min) and epoxide 11 (tR 23 min). (18) Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543. (19) The ratio of arabino (8b) to rib0 (13) carbonates was 4 1 when the ring-opening reaction of 12 wa ~ erformed in CH2Clp (20) Synthetic (+)-2 (oil; [a]", +19.6 f 0.5' (c 0.029, ...

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