Addition of metalated pyrones to β-alkoxy aldehydes:: Synthesis of hydroxylated spiroketals

被引:7
作者
Crimmins, MT [1 ]
Washburn, DG [1 ]
Katz, JD [1 ]
Zawacki, FJ [1 ]
机构
[1] Univ N Carolina, Venable & Kean Labs Chem, Chapel Hill, NC 27599 USA
关键词
D O I
10.1016/S0040-4039(98)00566-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Addition of lithiated gamma-pyrones to beta-alkoxy aldehydes followed by acid catalyzed spiroketalization provides a rapid efficient entry to functionalized hydroxylated spiroketals. The efficiency of the spiroketalization step is dependent on the substituents, particularly unprotected hydroxyls, on the chain which becomes the second ring of the spiroketal. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3439 / 3442
页数:4
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