Organic preparations and procedures international

Synthesis of aminocyclobutane mono-and dicarboxylic acids and derivatives thereof from (phenylsulfonyl) bicyclobutanes

Y Gaoni

文献索引：Gaoni, Yehiel Organic Preparations and Procedures International, 1995 , vol. 27, # 2 p. 185 - 212

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被引用次数: 34

摘要

The addition of benzylamine was effected by warming 6 with an excess of the amine at 140" until completion of the reaction (TLC). The reaction was highly stereoselective, leading to the near exclusive formation of trans-S, N products 7, even in the presence of an exo 2-methyl gr~ up.~.'~ This results probably from an endo delivery of a proton by the attacking amine molecule, which is itself being added from the endo side of the bicyclobutane m~ lecule.'~ ...