The Journal of Organic Chemistry

Stereoselectivity in the nonconcerted reductive rearrangement of some bicyclic spirooxides

RS Bly, GB Konizer

文献索引：Bly,R.S.; Konizer,G.B. Journal of Organic Chemistry, 1969 , vol. 34, # 8 p. 2346 - 2354

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被引用次数: 5

摘要

The reductive rearrangement of the series of bicyclic spiro oxides 1 and 4-8 has been examined using mixtures of lithium aluminum deuteride (or hydride) and aluminum trichloride. Three types of monodeuterated products are found: primary-deuterated tertiary alcohol in the case of 4 and 6, tertiary-deuterated primary alcohol in the case of 1, and* deuterated primary alcohol in the case of 5-8. The stereochemistry of the products has ...