![]() ![]() ![]() In protic solvents: In aprotic solvents: The desired alkene is obtained in high yield in aprotic solvents.Īpplication and recent Literature This reaction has wide applications in the preparation of alkenes. The treatment of tosylhydrazones with alkyl lithium reagents is called the Shapiro reaction. This reaction may be used to effect the overall transformation of a ketone to an alkene. The usage of aprotic solvent gives predominantly Z-alkenes, while protic solvent gives a mixture of E- and Z-alkenes. Intramolecular and intermolecular pathways to nortricyclane in Bamford-Stevens reactions.īackground The Bamford–Stevens reaction is a chemical reaction whereby treatment of tosylhydrazones(p-Toluenesulfonyl hydrazones)with strong base gives alkenes.It is named for the British chemist William Randall Bamford and the Scottish chemist Thomas Stevens (1900–2000). Objectives Tosylhydrazones give alkenes upon treatment with strong bases.
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