Synthetic pathways to salsolidine

被引：50
作者：
Kaufman, TS
机构：
[1] Univ Nacl Rosario, Inst Quim Organ Sintesis, CONICET, RA-2002 Rosario, Argentina
[2] Univ Nacl Rosario, Fac Ciencias Bioquim & Farmaceut, RA-2002 Rosario, Argentina
来源：
TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 08期
关键词：
D O I：
10.1016/j.tetasy.2004.02.021
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Salsolidine is a simple 1-substituted tetrahydroisoquinoline isolated from many natural sources as the racemate and in its enantiomeric modifications. The wide variety of synthetic strategies leading to this natural product, mainly in its optically active forms, is discussed. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1203 / 1237
页数：35
相关论文
共 255 条
[1]   STUDIES ON DEVELOPMENT OF CHIRAL CATALYST BPPM-RH AND ITS APPLICATION [J].
ACHIWA, K .
YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1986, 106 (07) :521-536
[2]   ASYMMETRIC REACTIONS CATALYZED BY TRANSITION-METAL COMPLEXES .5. CATALYTIC ASYMMETRIC SYNTHESIS OF (S)-SALSOLIDINE AND (R)-SALSOLIDINE [J].
ACHIWA, K .
HETEROCYCLES, 1977, 8 :247-250
[3]   Diastereoselective alkylation of 2,3,4,6-di-O-isopropylidene-2-keto-L-gulonic amides.: Application to the asymmetric synthesis of 1-substituted-1,2,3,4-tetrahydroisoquinolines and 1-substituted-1,2,3,4,-tetrahydro-β-carbolines [J].
Adam, S ;
Pannecoucke, X ;
Combret, JC ;
Quirion, JC .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :8744-8750
[4]  
AIRAKSINEN MM, 1984, ACTA PHARMACOL TOX, V55, P380
[5]   Enantioselective addition of organolithium reagents on isoquinoline [J].
Alexakis, A ;
Amiot, F .
TETRAHEDRON-ASYMMETRY, 2002, 13 (19) :2117-2122
[6]   STRUCTURES OF SALSOLINE HYDROCHLORIDE HYDRATE AND SALSOLIDINE HYDROCHLORIDE DIHYDRATE [J].
AMMON, HL ;
PRASAD, SM ;
BARNHART, DM ;
SYAL, VK ;
ELSAYED, K ;
WASSEL, GM .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1987, 43 :567-570
[7]   Synthesis of enantiopure primary amines by stereoselective ring opening of chiral octahydro-1,3-benzoxazines by grignard and organoaluminum reagents [J].
Andres, C ;
Nieto, J ;
Pedrosa, R ;
Villamanan, N .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (12) :4130-4135
[8]   ASYMMETRIC REDUCTION OF IMINES WITH LITHIUM BUTYL(HYDRO)DIPINAN-3ALPHA-YL-BORATE AND RELATED REAGENTS [J].
ARCHER, JF ;
BOYD, DR ;
JACKSON, WR ;
GRUNDON, MF ;
KHAN, WA .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (14) :2560-&
[9]  
Bahnmaier AH, 1999, CHIRALITY, V11, P160, DOI 10.1002/(SICI)1520-636X(1999)11:2<160::AID-CHIR13>3.0.CO
[10]  
2-M
12345678910