Asymmetric synthesis .41. Totally stereoselective synthesis of 1,3-disubstituted tetrahydroisoquinolines via the CN(R,S) method.

被引：22

作者：

Gosmann, G ^{[1
]}

Guillaume, D ^{[1
]}

Husson, HP ^{[1
]}

机构：

[1] UNIV PARIS 05,CHIM THERAPEUT LAB,CNRS,FAC SCI PHARMACEUT & BIOL,F-75270 PARIS 06,FRANCE

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 25期

关键词：

D O I：

10.1016/0040-4039(96)00819-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active cis- or trans-1,3-disubstituted tetrahydroisoquinolines can be prepared selectively from the same oxazolidine 4. This latter is easily obtained from keto-acid 1 and (R)-(-)phenylglycinol. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：4369 / 4372

页数：4

共 50 条

[21] Diastereoselective synthesis of 1,3-disubstituted isoindolines and sultams via bronsted acid catalysis
Tao, Ye
Gilbertson, Scott R.
CHEMICAL COMMUNICATIONS, 2018, 54 (80) : 11292 - 11295
[22] Synthesis of 1,3-disubstituted bicyclo[1.1.0]butanes via directed bridgehead functionalization
McNamee, Ryan E.
Haugland, Marius M.
Nugent, Jeremy
Chan, Rachel
Christensen, Kirsten E.
Anderson, Edward A.
CHEMICAL SCIENCE, 2021, 12 (21) : 7480 - 7485
[23] Highly stereoselective transformation of (1S,3S)-cis-1,3-disubstituted tetrahydro-β-carbolines into (1S,3R)-trans-1,3-disubstituted tetrahydro-β-carbolines: an improved asymmetric synthesis of tadalafil from L-tryptophan
Dong, Jing
Meng, Tian-Zhuo
Shi, Xiao-Xin
Zou, Wen-Hui
Lu, Xia
TETRAHEDRON-ASYMMETRY, 2013, 24 (15-16) : 883 - 893
[24] A NEW AND FACILE METHOD FOR THE SYNTHESIS OF 3-SUBSTITUTED AND 1,3-DISUBSTITUTED PYRROLES
VAZQUEZ, A
FLORES, B
LEON, F
GONZALEZ, A
DELAMORA, GAG
MENDEZ, JM
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 196 - ORGN
[25] Synthesis of 1,3-disubstituted cyclohexenes from dienylethers via sequential hydrozirconation/deoxygenative cyclisation
Payet, Amandine
Blondeau, Benjamin
Behr, Jean-Bernard
Vasse, Jean-Luc
ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (04) : 798 - 802
[26] Stereoselective synthesis of 1,3-disubstituted cyclobutyl kinase inhibitors. (vol 6, pg 1854, 2004)
Helal, CJ
Kang, ZJ
Lucas, JC
Bohall, BR
ORGANIC LETTERS, 2004, 6 (17) : 3017 - 3017
[27] ASYMMETRIC-SYNTHESIS BY THE CN(R,S) METHOD .27. 1ST ASYMMETRIC-SYNTHESIS OF CARNOSADINE
AITKEN, DJ
GUILLAUME, D
HUSSON, HP
TETRAHEDRON, 1993, 49 (29) : 6375 - 6380
[28] ASYMMETRIC-SYNTHESIS .34. SYNTHESIS OF SPIRO-PIPERIDINE DERIVATIVES VIA THE CN(R,S) METHOD
RIBEIRO, CMR
DEMELO, SJ
BONIN, M
QUIRION, JC
HUSSON, HP
TETRAHEDRON LETTERS, 1994, 35 (39) : 7227 - 7230
[29] A new method for benzylic deprotonative lithiation: synthesis of 1-and 1,3-disubstituted (aza)phthalans
Fort, Y
Gros, P
Rodriguez, AL
TETRAHEDRON LETTERS, 2002, 43 (22) : 4045 - 4048
[30] Stereoselective synthesis of 1,3-disubstituted phthalans by cyclization of (1S)-1-{2-[hydroxy(diaryl)methyl]phenyl}ethanols
Shishkina, I. N.
Sokolovskaya, E. Yu.
Demyanovich, V. M.
RUSSIAN CHEMICAL BULLETIN, 2016, 65 (09) : 2229 - 2232

← 1 2 3 4 5 →