C-glycosidation of unprotected D-glycals with trimethylsilyl cyanide

被引：14

作者：

Hayashi, M ^{[1
]}

Kawabata, H ^{[1
]}

Arikita, O ^{[1
]}

机构：

[1] Yamaguchi Univ, Fac Sci, Dept Chem, Yamaguchi 7538512, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 09期

关键词：

glycals; glycosidation; palladium and compounds; cyanides;

D O I：

10.1016/S0040-4039(99)00038-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unprotected glycals smoothly react with trimethylsilyl cyanide in the presence of a catalytic amount of Pd(OAc)(2) to yield the corresponding unprotected glycosyl cyanides in high yield. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1729 / 1730

页数：2

共 8 条

[1] DELASHERAS FG, 1991, J ORG CHEM, V56, P509
[2] HAYASHI M, UNPUB
[3] LEVY DE, 1995, CHEM C GLYCOSIDES, pCH2
[4] NOVEL PRECURSOR FOR THE SYNTHESIS OF C-NUCLEOSIDE ANALOGS - SYNTHESIS OF THE C-NUCLEOSIDE ANALOGS OF RIBAVIRIN, BREDININ, AND RELATED-COMPOUNDS
POONIAN, MS
NOWOSWIAT, EF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (02) : 203 - 208
[5] RAADT A, 1993, J ORG CHEM, V58, P3179
[6] SOMASAK L, 1996, CARBOHYD RES, V286, P167
[7] Aryl and allyl C-glycosidation methods using unprotected sugars
Toshima, K
Matsuo, G
Ishizuka, T
Ushiki, Y
Nakata, M
Matsumura, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (07) : 2307 - 2313
[8] ALLYL C-GLYCOSIDATIONS OF TOTALLY UNPROTECTED GLYCALS AND ALLYLTRIMETHYLSILANE WITH TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE (TMSOTF)
TOSHIMA, K
ISHIZUKA, T
MATSUO, G
NAKATA, M
[J]. TETRAHEDRON LETTERS, 1994, 35 (31) : 5673 - 5676

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