MITSUNOBU REACTIONS OF N-ALKYL AND N-ACYL SULFONAMIDES - AN EFFICIENT ROUTE TO PROTECTED AMINES

被引:221
作者
HENRY, JR [1 ]
MARCIN, LR [1 ]
MCINTOSH, MC [1 ]
SCOLA, PM [1 ]
HARRIS, GD [1 ]
WEINREB, SM [1 ]
机构
[1] PENN STATE UNIV,DEPT CHEM,UNIVERSITY PK,PA 16802
关键词
D O I
10.1016/S0040-4039(00)76177-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:5709 / 5712
页数:4
相关论文
共 15 条
[1]   SYNTHESIS OF N-ACYL, N-SULFONYL, AND "N-PHOSPHINYLPHOSPHA-LAMBDA-5-AZENES BY A REDOX-CONDENSATION REACTION USING AMIDES, TRIPHENYLPHOSPHINE, AND DIETHYL AZODICARBOXYLATE [J].
BITTNER, S ;
ASSAF, Y ;
KRIEF, P ;
POMERANTZ, M ;
ZIEMNICKA, BT ;
SMITH, CG .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (10) :1712-1718
[2]  
CIMARUSTI CM, 1986, GAZZ CHIM ITAL, V116, P169
[3]   SOME OBSERVATIONS ON THE MECHANISM OF THE MITSUNOBU REACTION [J].
CRICH, D ;
DYKER, H ;
HARRIS, RJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (01) :257-259
[4]   THIN-LAYER CHROMATOGRAPHY OF N-(P-TOLUENESULFONYL)-CARBAMATES [J].
FISHBEIN, L .
JOURNAL OF CHROMATOGRAPHY, 1967, 30 (01) :245-&
[5]   A MECHANISTIC STUDY OF THE MITSUNOBU ESTERIFICATION REACTION [J].
HUGHES, DL ;
REAMER, RA ;
BERGAN, JJ ;
GRABOWSKI, EJJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (19) :6487-6491
[6]   CLEAVAGE OF SULFONAMIDES WITH SODIUM NAPHTHALENE [J].
JI, S ;
GORTLER, LB ;
WARING, A ;
BATTISTI, A ;
BANK, S ;
CLOSSON, WD ;
WRIEDE, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (20) :5311-&
[7]   CHEMISTRY OF BENZENESULFONYL ISOCYANATE .1. IDENTIFICATION OF HINDERED PHENOLS AND ALCOHOLS [J].
MCFARLAN.JW ;
HOWARD, JB .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (03) :957-&
[8]   HYDROXAMATE APPROACH TO THE SYNTHESIS OF BETA-LACTAM ANTIBIOTICS [J].
MILLER, MJ .
ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (02) :49-56
[9]   THE USE OF DIETHYL AZODICARBOXYLATE AND TRIPHENYLPHOSPHINE IN SYNTHESIS AND TRANSFORMATION OF NATURAL-PRODUCTS [J].
MITSUNOBU, O .
SYNTHESIS-STUTTGART, 1981, (01) :1-28
[10]   MECHANISTIC IMPLICATIONS OF 1,3,2-LAMBDA-5-DIOXAPHOSPHOLANES IN THE MITSUNOBU REACTION [J].
PAUTARDCOOPER, A ;
EVANS, SA .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (10) :2485-2488