Tetrahedron

Asymmetric approaches to 2-hydroxymethylquinuclidine derivatives

B Lygo, J Crosby, T Lowdon, PG Wainwright

文献索引：Lygo; Crosby; Lowdon; Wainwright Tetrahedron, 1999 , vol. 55, # 9 p. 2795 - 2810

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被引用次数: 20

摘要

Highly enantio-and diastereoselective routes to 2-hydroxymethylquinuclidines have been developed. Key steps involve the use of Sharpless dihydroxylation or Sharpless epoxidation to introduce the asymmetry with high stereocontrol, and formation of the quinuclidine ring systems via cyclisation of epoxy amines.