The Journal of Organic Chemistry

(-)-Methyl cis-3-hydroxy-4, 5-oxycyclohex-1-enecarboxylate: stereospecific formation from and conversion to (-)-methyl shikimate; complex formation with bis ( …

DA McGowan, GA Berchtold

文献索引：McGowan, Donald A.; Berchtold, Glenn A. Journal of Organic Chemistry, 1981 , vol. 46, # 11 p. 2381 - 2383

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被引用次数: 34

摘要

6 phosphine/dimethyl or diethyl azodicarboxylate did not follow the expected course but gave instead syn-hydroxy epoxide (-)-4 which, depending on the azodicarboxylate used, was obtained as such or as a complex with the hydrazine product of the reaction. Described herein are the details of the reaction and a procedure to regenerate (-)-l from (-)-4 in high optical purity. Reaction of (-)-l with triphenylphosphine/dimethyl azodicarboxylate in ...