Stereochemistry of addition of organocopper reagents and of the hydride ion to 1-(arylsulfonyl) bicyclo [1.1. 0] butanes

Y Gaoni, A Tomazic, E Potgieter

Index: Gaoni, Yehiel; Tomazic, Alenka; Potgieter, Eleonora Journal of Organic Chemistry, 1985 , vol. 50, # 16 p. 2943 - 2947

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Citation Number: 19

Abstract

Addition of methylmagnesium iodide/cuprous iodide or of lithium dimethylcuprate to 2-exo- and 2-endo-methyl-1-(phenylsulfonyl) bicyclo [llO] butane and determination of the relative geometry of the methyls in the 2, 3-dimethylcyclobutanes obtained allowed us to establish that addition of the methyl group occurred from the endo side of the bicyclic molecule. Similarly, lithium aluminum hydride reduction of 2-exo, 3-and 2-endo, 3- ...

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