Ln(OTf)3-catalysed highly regioselective alcoholysis of 2,3-epoxy alcohols

被引:9
作者
Nakamura, Daichi [1 ]
Sasano, Yusuke [1 ]
Iwabuchi, Yoshiharu [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Sendai, Miyagi, Japan
关键词
ASYMMETRIC EPOXIDATION; ALLYLIC ALCOHOLS; ENANTIOSELECTIVE EPOXIDATION; NUCLEOPHILIC OPENINGS; BETA-CYCLODEXTRIN; EFFICIENT; EPOXYALCOHOLS; DERIVATIVES; AMINOLYSIS; STRATEGIES;
D O I
10.1039/c8ob02448k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regioselectivity of Ln(OTf)(3)-catalysed alcoholysis of 2,3- and 3,4-epoxy alcohols was closely investigated to expand the scope of the transformations. The synthetic use was demonstrated by application to the construction of 4-propoxy-5-hydroxy-2,3-pentanedione (C4-propoxy-HPD), which is a potent synthetic mediator in AI-2 quorum sensing.
引用
收藏
页码:3581 / 3589
页数:9
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