Nitrone cycloadditions to isolevoglucosenone:: Ready access to a new class of directly linked (1→3)-imino-C-disaccharides

被引：20

作者：

Cardona, F ^{[1
]}

Goti, A ^{[1
]}

Brandi, A ^{[1
]}

机构：

[1] Univ Florence, Dipartimento Chim Organ Ugo Schiff, I-50019 Florence, Italy

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 09期

关键词：

D O I：

10.1021/ol0342507

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graphic Straightforward access to a new class Of D-gulo- and D-allo-derived directly linked (1-3)-imino-C-disaccharides by means of cycloaddition reactions of enantiopure polyhydroxylated pyrroline N-oxides with isolevoglucosenone is reported. The cycloaddition reactions display a high level of double asymmetric induction, which allows a partial kinetic resolution of a racemic nitrone.

引用

页码：1475 / 1478

页数：4

共 7 条

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TETRAHEDRON-ASYMMETRY, 2000, 11 (01) : 263 - 282
[2] Remarkable high-pressure enhancement of enantiopure nitrone cycloadditions to glycals:: General access to (1→2)-linked pseudo aza-C-disaccharides
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SYNLETT, 1998, (12) : 1444 - 1446
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Zhu, Yao-Hua
Vogel, Pierre
Journal of Organic Chemistry, 1999, 64 (02):
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SYNLETT, 2003, (07) : 963 - 966
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Castagnolo, Daniele
Botta, Lorenzo
Botta, Maurizio
TETRAHEDRON LETTERS, 2009, 50 (14) : 1526 - 1528
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Kraehenbuehl, K
Picasso, S
Vogel, P
HELVETICA CHIMICA ACTA, 1998, 81 (08) : 1439 - 1479

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