A NEW PROCEDURE FOR THE SYNTHESIS OF AZASUGARS

被引：54

作者：

LAY, L ^{[1
]}

NICOTRA, F ^{[1
]}

PAGANINI, A ^{[1
]}

PANGRAZIO, C ^{[1
]}

PANZA, L ^{[1
]}

机构：

[1] CNR,CTR STUDIO SOSTANZE ORGAN NAT,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 28期

关键词：

D O I：

10.1016/0040-4039(93)88084-V

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of the commercially available 2,3,5-tri-O-benzyl-D-arabinose with a primary amine (RNH2) affords the arabinofuranosylamine 2, which on treatment with a Grignard reagent stereoselectively gives the aminoalcohol 3. 3 is an useful precursor of azasugars: it is converted into the pyrrolidine 4 by treatment with Tf2O-Py, whereas by oxidation with PCC it affords the lactam 5 which can be reduced to the corresponding amine 6.

引用

页码：4555 / 4558

页数：4

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