EFFICIENT METAL SALT CATALYZED AZIDOLYSIS OF EPOXIDES WITH SODIUM-AZIDE IN ACETONITRILE

被引：108

作者：

CHINI, M ^{[1
]}

CROTTI, P ^{[1
]}

MACCHIA, F ^{[1
]}

机构：

[1] UNIV PISA,DIPARTIMENTO CHIM BIOORGAN,VIA BONANNO 33,I-56100 PISA,ITALY

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(00)97921-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new, simple, efficent, completely anti stereoselective method for the azidolysis of 1,2 epoxides with NaN3 in acetonitrile, by means of metal salts, is described. The use of a non-protiu solvent makes this method very competitive with the other methods previously reported. © 1990.

引用

页码：5641 / 5644

页数：4

共 15 条

[11] HIGHLY NUCLEOPHILIC TRIBUTYLTIN AZIDE IN OXIRANE RING CLEAVAGE LEADING TO 1,2-AZIDO ALCOHOL [J].

SAITO, S ;

YAMASHITA, S ;

NISHIKAWA, T ;

YOKOYAMA, Y ;

INABA, M ;

MORIWAKE, T .

TETRAHEDRON LETTERS, 1989, 30 (31) :4153-4156

[12] EFFICIENT NUCLEOPHILIC OXIRANE RING CLEAVAGE WITH DIBUTYLTIN DIAZIDE [J].

SAITO, S ;

NISHIKAWA, T ;

YOKOYAMA, Y ;

MORIWAKE, T .

TETRAHEDRON LETTERS, 1990, 31 (02) :221-224

[13] AZIDES - THEIR PREPARATION AND SYNTHETIC USES [J].

SCRIVEN, EFV ;

TURNBULL, K .

CHEMICAL REVIEWS, 1988, 88 (02) :297-368

[14] REGIOSELECTIVE OPENING OF EPOXIDE RINGS WITH ME3SIN3 CATALYZED BY TI(O-IPR)4 [J].

SINOU, D ;

EMZIANE, M .

TETRAHEDRON LETTERS, 1986, 27 (37) :4423-4426

[15] ENANTIODIVERGENT RING-OPENING OF (R) EPOXYSTYRENE BY ME3SIN3 CATALYZED BY AL(O-IPR)3 AND TI(O-IPR)4 [J].

SUTOWARDOYO, K ;

EMZIANE, M ;

SINOU, D .

TETRAHEDRON LETTERS, 1989, 30 (35) :4673-4676

← 1 2 →