Catalytic One??Pot Osmylation of Cyclohexadienes: Stereochemical and conformational studies of the resulting polyols
T Tschamber, F Backenstrass, H Fritz…
Index: Tschamber, Theophile; Backenstrass, Frederique; Fritz, Hans; Streith, Jacques Helvetica Chimica Acta, 1992 , vol. 75, # 4 p. 1052 - 1060
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Citation Number: 25
Abstract
Abstract Catalytic double osmylation is described for a series of cyclohexadienes in acetone/H 2 O in the presence of the co-oxidant N-methylmorpholine N-oxide (NMO). The formation of polyols occurred stereospecifically with cyclohexadienes 3, 7, and 11a, leading thereby to tetrols 5a, and 9a and to allo-inositol (14a), respectively. To the contrary, trans- cyclohexadiene-diol 15a gave a mixture of the stereoisomeric inositols 18a (epi), 19a (neo ...
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