4-hydroxycoumarin and related systems: Sitoselectivity of the Mitsunobu reaction with prenyl alcohols

被引：8

作者：

Cravotto, G

Nano, GM

Palmisano, G

Tagliapietra, S

机构：

[1] Univ Turin, Dipartimento Sci & Tecnol Farmaco, I-10125 Turin, Italy

[2] Univ Insubria, Dipartimento Sci Chim Fis & Matemat, I-22100 Como, Italy

来源：

HETEROCYCLES | 2003年 / 60卷 / 06期

关键词：

D O I：

10.3987/COM-03-9737

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Mitsunobu reaction leads to the formation of new C-C bonds between prenyl alcohols and 1,3-dicarbonyl compounds like 4-hydroxycoumarin or its nitrogen isoster. Buchapine was obtained through a one-pot procedure from 4-hydroxy-2-quinolone and dimethylallyl alcohol.

引用

页码：1351 / 1358

页数：8

共 25 条

[1] AHN C, 2002, J ORG CHEM, V67, P1741
[2] An approach to the stereoselective synthesis of syn- and anti-1,3-diol derivatives.: Retention of configuration in the Mitsunobu reaction
Ahn, CJ
DeShong, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (06) : 1754 - 1759
[3] Dehydrative alkylation of alcohols with triethyl methanetricarboxylate under Mitsunobu conditions
Cravotto, G
Giovenzana, GB
Sisti, M
Palmisano, G
[J]. TETRAHEDRON, 1996, 52 (40) : 13007 - 13016
[4] CRAVOTTO G, 2002, 28 C NAZ S C I ROM
[5] DIBRACCIO M, 1995, FARMACO, V50, P703
[6] Gaddam S, 1997, J LABELLED COMPD RAD, V39, P901, DOI 10.1002/(SICI)1099-1344(199711)39:11<901::AID-JLCR39>3.0.CO
[7] 2-H
[8] Ganguly NC, 2001, J INDIAN CHEM SOC, V78, P380
[9] GONZALEX AG, 1981, AN QUIM, V79, P63
[10] GONZALEZ AG, 1983, AN QUIM C-ORG BIOQ, V79, P265

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