A concise synthesis of (S)-(+)-5,6-2H-pyran-2-one via hydrozirconation-carbonylation-demetallation of O-benzyl (S)-(-)-4-pentyn-2-ol

被引:12
作者
Dupont, J [1 ]
Donato, AJ [1 ]
机构
[1] Univ Fed Rio Grande Sul, Catalysis Grp, Inst Quim, BR-91501970 Porto Alegre, RS, Brazil
关键词
D O I
10.1016/S0957-4166(98)00054-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A simple synthetic approach to alpha,beta-unsaturated delta-lactones has been devised from the hydrozirconation of O-protected homopropargyl alcohols followed by carbonylation and quenching with iodine. The synthesis of (S)-(+)-5,6-2H-pyran-2-one (parasorbic acid) from easily available O-benzylated (S)-(-)-4-pentyn-2-ol was chosen to exemplify the approach. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:949 / 954
页数:6
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