Polymer-supported silyl enol ethers. Synthesis and reactions with imines for the preparation of an amino alcohol library

被引：71

作者：

Kobayashi, S

Hachiya, I

Suzuki, S

Moriwaki, M

机构：

[1] Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Tokyo 162, Kagurazaka, Shinjuku-ku

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 16期

基金：

日本学术振兴会;

关键词：

D O I：

10.1016/0040-4039(96)00435-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polymer-supported silyl enol ethers (thioketene silyl acetals) were prepared from chloromethyl copoly-(styrene-1%-divinylbenzene) resin. The silyl enol ethers reacted with imines in the presence of a catalytic amount of scandium triflate (Sc(OTf)(3)) to afford beta-amino thioesters, which were reduced to amino alcohols in good yields. These reactions provide a convenient method for the preparation of an amino alcohol library. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2809 / 2812

页数：4

共 30 条

[11]

KLEINNMAN EF, 1991, COMPREHENSIVE ORGANI, V2

[12]

KOBAYASHI S, 1994, SYNLETT, P689

[13]

KOBAYASHI S, 1995, SYNLETT, P1153

[14] CHARACTERIZATION OF CHIRAL YTTERBIUM AND SCANDIUM CATALYSTS BASED ON THEIR TRIFLUOROMETHANESULFONATES IN ASYMMETRIC DIELS-ALDER REACTIONS [J].

KOBAYASHI, S ;

ISHITANI, H ;

ARAKI, M ;

HACHIYA, I .

TETRAHEDRON LETTERS, 1994, 35 (34) :6325-6328

[15] THE CATALYTIC FRIES REARRANGEMENT OF ACYLOXY NAPHTHALENES USING SCANDIUM TRIFLUOROMETHANESULFONATE AS A CATALYST [J].

KOBAYASHI, S ;

MORIWAKI, M ;

HACHIYA, I .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (15) :1527-1528

[16] SCANDIUM TRIFLUOROMETHANESULFONATE (SC(OTF)3) - A NOVEL REUSABLE CATALYST IN THE DIELS-ALDER REACTION [J].

KOBAYASHI, S ;

HACHIYA, I ;

ARAKI, M ;

ISHITANI, H .

TETRAHEDRON LETTERS, 1993, 34 (23) :3755-3758

[17] A CHIRAL SCANDIUM CATALYST FOR ENANTIOSELECTIVE DIELS-ALDER REACTIONS [J].

KOBAYASHI, S ;

ARAKI, M ;

HACHIYA, I .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (14) :3758-3759

[18] LN(OTF)3-CATALYZED OR SC(OTF)(3)-CATALYZED 3 COMPONENTS COUPLING REACTIONS BETWEEN ALDEHYDES, AMINES, AND DIENES OR ALKENES - EFFICIENT SYNTHESES OF PYRIDINE AND QUINOLINE DERIVATIVES [J].

KOBAYASHI, S ;

ISHITANI, H ;

NAGAYAMA, S .

CHEMISTRY LETTERS, 1995, (06) :423-424

[19]

KOBAYASHI S, 1995, SYNLETT, P233

[20]

KOBAYASHI S, 1995, TETRAHEDRON LETT, V36, P5773, DOI 10.1016/00404-0399(50)1096Z-

← 1 2 3 →