Chemoselective inhibition of the hydrogenolysis of the MPM protective group for phenolic hydroxy functions using a Pd/C-pyridine catalyst

被引：49

作者：

Sajiki, H ^{[1
]}

Kuno, H ^{[1
]}

Hirota, K ^{[1
]}

机构：

[1] GIFU PHARMACEUT UNIV,MED CHEM LAB,GIFU 502,JAPAN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 03期

关键词：

D O I：

10.1016/S0040-4039(96)02309-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient method for the selective hydrogenation of phenolic benzyl ether, Cbz, benzyl ester, nitro and olefin functions distinguishing from the MPM (4-methoxybenzyl) protective group for the phenolic hydroxy groups was accomplished by the addition of pyridine to the Pd/C-catalyzed reduction system. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：399 / 402

页数：4

共 12 条

[1] CZECH BP, 1984, J ORG CHEM, V49, P4077
[2] DAVIS R, 1982, SYNTHESIS-STUTTGART, P987
[3] FREIFELDER M, 1971, PRACTICAL CATALYTIC, P398
[4] GREENE TW, 1991, PROTECTIVE GROUPS OR, P47
[5] ON THE SELECTIVITY OF DEPROTECTION OF BENZYL, MPM (4-METHOXYBENZYL) AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS FOR HYDROXY FUNCTIONS
HORITA, K
YOSHIOKA, T
TANAKA, T
OIKAWA, Y
YONEMITSU, O
[J]. TETRAHEDRON, 1986, 42 (11) : 3021 - 3028
[6] THE PREPARATION OF SUBSTITUTED DIPHENYLETHYLAMINES AND DIPHENYLETHANOLAMINES
MCPHEE, WD
ERICKSON, ES
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (04) : 624 - 627
[7] Rylander P.N, 1985, HYDROGENATION METHOD, P157
[8] RYLANDER PN, 1979, CATALYTIC HYDROGENAT, P271
[9] SELECTIVE-INHIBITION OF BENZYL ETHER HYDROGENOLYSIS WITH PD/C DUE TO THE PRESENCE OF AMMONIA, PYRIDINE OR AMMONIUM ACETATE
SAJIKI, H
[J]. TETRAHEDRON LETTERS, 1995, 36 (20) : 3465 - 3468
[10] A NEW, CONVENIENT REDUCTIVE PROCEDURE FOR THE DEPROTECTION OF 4-METHOXYBENZYL (MPM) ETHERS TO ALCOHOLS
SRIKRISHNA, A
VISWAJANANI, R
SATTIGERI, JA
VIJAYKUMAR, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (18) : 5961 - 5962

← 1 2 →