Tetrahedron: Asymmetry

Asymmetric synthesis and structural assignment of (−)-α-conhydrine

D Enders, B Nolte, G Raabe, J Runsink

文献索引：Enders, Dieter; Nolte, Bert; Raabe, Gerhard; Runsink, Jan Tetrahedron Asymmetry, 2002 , vol. 13, # 3 p. 285 - 291

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被引用次数: 32

摘要

The first asymmetric synthesis of the conium alkaloid (−)-α-conhydrine is reported. Starting from a protected glycol aldehyde hydrazone as chiral precusor, a short route based on our α- alkylation/1, 2-addition methodology has been developed. After cleavage of the auxiliary and simultaneous deprotection, the concluding ring closure is accomplished under reductive amination conditions. The title compound is obtained in moderate overall yield and in ...