双非对映选择性超季铵乙醇酸酯醛醇反应：在多官能化内酯不对称合成中的应用
Double diastereoselective SuperQuat glycolate aldol reactions: application to the asymmetric synthesis of polyfunctionalised lactones.
作者信息
Davies Stephen G, Nicholson Rebecca L, Smith Andrew D
机构信息
The Department of Organic Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA, UK.
出版信息
Org Biomol Chem. 2004 Nov 21;2(22):3385-400. doi: 10.1039/B411724G. Epub 2004 Oct 11.
DOI:10.1039/B411724G
PMID:15534718
Abstract
Polyfunctionalised lactones with up to five contiguous stereocentres may be prepared with high stereocontrol by a double diastereoselective aldol protocol with protected homochiral alpha,beta-dihydroxy- or alpha,beta-gamma-trihydroxyaldehydes and a chiral glycolate oxazolidinone, followed by subsequent O-desilylation and lactonisation.
摘要
通过双非对映选择性羟醛反应，使用受保护的同手性α,β-二羟基或α,β,γ-三羟基醛与手性乙醇酸恶唑烷酮，随后进行O-去硅基化和内酯化反应，可高立体控制地制备具有多达五个连续立体中心的多官能化内酯。
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