1-(PHENYLTHIO)-4-ALKOXY-BUTADIENES AND 1-(PHENYLSULFOXIDE)-4-ALKOXY-BUTADIENES, A NEW CLASS OF CHIRAL DIENES

被引：10

作者：

GAONACH, O ^{[1
]}

MADDALUNO, J ^{[1
]}

PLE, G ^{[1
]}

DUHAMEL, L ^{[1
]}

机构：

[1] FAC SCI & TECHN ROUEN,CNRS,LAB 464,BP 118,F-76134 MT ST AIGNAN,FRANCE

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 18期

关键词：

ACID-CATALYZED TRANSACETALIZATION; CHIRAL DIENOL ETHERS; THIOETHER OXIDATION; PI-STACKED STRUCTURE;

D O I：

10.1016/S0040-4039(00)92218-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trans-acetalization of the methyl acetal of 3-methyl-4-(phenylthio)-but-2-enal 2a in acidic medium leads to the expected trans-acetals 2b-f or their gamma-elimination products (i.e. 4-alkoxy-2-methyl-1-(phenylthio)buta-1,3-dienes 4), depending on the nature of the selected alcohol. Both types of compounds may be easily oxidized into the expected sulfoxides 6. The menthyloxy and phenyl-8-menthyloxy sulfides 4b,c and sulfoxides 6b,c have been prepared.

引用

页码：2473 / 2476

页数：4

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