Chemical Communications

Rhodium-catalyzed enantioselective desymmetrization of bicyclic hydrazines with alkynylboronic esters

…, F Bertolini, F Macchia, M Pineschi

Index: Crotti, Stefano; Bertolini, Ferruccio; Macchia, Franco; Pineschi, Mauro Chemical Communications, 2008 , # 27 p. 3127 - 3129

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Citation Number: 21

Abstract

In a preliminary screening for reactivity, we chose 1-alkynyltriisopropylboronates as the alkynylating agents. These compounds are readily available from the corresponding terminal alkynes, 7 and they have rarely been used in an asymmetric addition to activated alkenes. 8 A number of rhodium sources, solvents and phosphorus-containing chiral ligands were evaluated as catalysts in the reaction. While THF, dichloromethane and toluene proved to be ineffective solvents, the ...