ALCL3-N,N-DIMETHYLANILINE - A NOVEL BENZYL AND ALLYL ETHER CLEAVAGE REAGENT

被引：34

作者：

AKIYAMA, T

HIROFUJI, H

OZAKI, S

机构：

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1992年 / 65卷 / 07期

关键词：

D O I：

10.1246/bcsj.65.1932

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A combination system of AlCl3-N,N-dimethylaniline was found to cleave benzyl ethers readily to give parent alcohols in excellent yields. The system also cleaved allyl as well as methyl ethers. Numerous functional groups such as benzoyloxy, phenylthio, and olefinic double bond were not affected. Comparisons of AlCl3-N,N-dimethylaniline and AlCl3-anisole were described.

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页码：1932 / 1938

页数：7

相关论文

共 34 条

[1] ANCHIMERICALLY ASSISTED DEMETHYLATION OF METHYL ETHERS IN INOSITOL DERIVATIVES WITH AN ALCL3-NAI SYSTEM [J].

AKIYAMA, T ;

TAKECHI, N ;

SHIMA, H ;

OZAKI, S .

CHEMISTRY LETTERS, 1990, (10) :1881-1884

[2] 5-FLUOROURACIL DERIVATIVES .18. PARA-METHOXYBENZYL AS A NEW N-3-IMIDE PROTECTING GROUP OF 5-FLUOROURIDINE AND ITS APPLICATION TO THE SYNTHESIS OF 5'-O-ACRYLOYL-5-FLUOROURIDINE [J].

AKIYAMA, T ;

KUMEGAWA, M ;

TAKESUE, Y ;

NISHIMOTO, H ;

OZAKI, S .

CHEMISTRY LETTERS, 1990, (03) :339-342

[3] THE SELECTIVE PROTECTION OF URIDINE WITH A PARA-METHOXYBENZYL-CHLORIDE - A SYNTHESIS OF 2'-O-METHYLURIDINE [J].

AKIYAMA, T ;

NISHIMOTO, H ;

OZAKI, S .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (11) :3356-3357

[4] ALCL3-N,N-DIMETHYLANILINE - A NEW BENZYL AND ALLYL ETHER CLEAVAGE REAGENT [J].

AKIYAMA, T ;

HIROFUJI, H ;

OZAKI, S .

TETRAHEDRON LETTERS, 1991, 32 (10) :1321-1324

[5] 5-FLUOROURACIL DERIVATIVES .21. A SYNTHESIS OF 5'-O-ACRYLOYL-5-FLUOROURIDINE BY USE OF PARA-METHOXYBENZYL GROUP AS AN N-3-IMIDE PROTECTING GROUP OF 5-FLUOROURIDINE [J].

AKIYAMA, T ;

TAKESUE, Y ;

KUMEGAWA, M ;

NISHIMOTO, H ;

OZAKI, S .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (07) :2266-2269

[6]

BHATT MV, 1984, TETRAHEDRON LETT, V25, P3497

[7]

BHATT MV, 1985, SYNTHESIS-STUTTGART, P1048

[8] CLEAVAGE OF ALLYL ETHERS WITH PD-C [J].

BOSS, R ;

SCHEFFOLD, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1976, 15 (09) :558-559

[9] SELECTIVE CLEAVAGE OF ALLYL ETHERS UNDER MILD CONDITIONS BY TRANSITION-METAL REAGENTS [J].

COREY, EJ ;

SUGGS, JW .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (18) :3224-3224

[10] DESIGN OF COMBINATION SYSTEMS CONSISTING OF A HARD ACID AND A SOFT NUCLEOPHILE - APPLICATION TO THE BOND-CLEAVAGE REACTIONS [J].

FUJI, K ;

NODE, M .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1984, 42 (03) :193-205

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