[3,3]-SIGMATROPIC REARRANGEMENT OF ALLYLIC XANTHATES IN BETA-CYCLODEXTRIN COMPLEXES

被引：21

作者：

HARANO, K ^{[1
]}

KIYONAGA, H ^{[1
]}

HISANO, T ^{[1
]}

机构：

[1] KUMAMOTO UNIV,FAC PHARMACEUT SCI,5-1 OE HONMACHI,KUMAMOTO 862,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 51期

关键词：

D O I：

10.1016/0040-4039(91)80533-C

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The inclusion complex of O-cinnamyl S-methyl dithiocarbonate (xanthate) with beta-cyclodextrin (beta-CD) undergoes remarkably accelerated [3,3]-sigmatropic rearrangement to give the optically active dithiol ester in good yield with an enantiomeric excess (e.e.) of 46 %.

引用

页码：7557 / 7558

页数：2

共 8 条

[1]

Bender M. L., 1978, CYCLODEXTRIN CHEM, DOI [10.1007/978-3-642-66842-5, DOI 10.1007/978-3-642-66842-5]

[2] STEREOSELECTIVE FORMATION OF ALLYLIC SULFIDES VIA 2 SEQUENTIAL [3,3]-SIGMATROPIC REARRANGEMENTS OF ALLYLIC XANTHATES AND ITS MECHANISTIC ASPECTS [J].

HARANO, K ;

OHIZUMI, N ;

MISAKA, K ;

YAMASHIRO, S ;

HISANO, T .

CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (03) :619-624

[3]

HARANO K, 1991, CHEM PHARM BULL, V39, P1952

[4]

HARANO K, 1972, CHEM PHARM BULL, V20, P2357

[5]

HARANO K, 1975, CHEM PHARM BULL, V23, P467

[6]

HARANO K, 1972, CHEM PHARM BULL, V20, P2348

[7]

TAGUCHI T, 1969, TETRAHEDRON LETT, P3631

[8]

TAGUCHI T, 1965, TETRAHEDRON LETT, P2717

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