The Shapiro reaction is a variant of the Bamford-Stevens reaction. The former uses bases such as alkyl lithium and Grignard reagents whereas the latter employs bases such as Na, NaOMe, LiH, NaH, NaNH2, etc. Consequently, the Shapiro reaction generally affords the less substituted olefins (the kinetic products), while the Bamford-Stevens reaction delivers the more substituted olefins (the thermodynamic products).

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Shapiro Reaction

  • Jie Jack Li

摘要

The Shapiro reaction is a variant of the Bamford-Stevens reaction. The former uses bases such as alkyl lithium and Grignard reagents whereas the latter employs bases such as Na, NaOMe, LiH, NaH, NaNH2, etc. Consequently, the Shapiro reaction generally affords the less substituted olefins (the kinetic products), while the Bamford-Stevens reaction delivers the more substituted olefins (the thermodynamic products).