Tetrahedron

Stereoselective Synthesis of γ-hydroxy-α-amino acids via intramolecular amidomercuration

KE Harding, TH Marman, D Nam

文献索引：Harding, Kenn E.; Marman, Thomas H.; Nam, Do-hyun Tetrahedron, 1988 , vol. 44, # 17 p. 5605 - 5614

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被引用次数: 25

摘要

A general method for the stereoselective conversion of homoallylic alcohols to erythro-or threo-β-hydroxy-α-amino acids is described. The key step is the stereoselective mercuric ion- initiated cyclofunctionalization of acylaminomethyl ether derivatives of the homoallylic alcohols (3→ 8). The stereochemistry of the products obtained from the cyclofunctionalization is controlled by the choice of reaction conditions. Reaction under ...