Synthesis of optically active 2,3-substituted-1,2,3,4-tetrahydro-4-quinolones using polyleucine

被引：32

作者：

Chen, WP

Egar, AL

Hursthouse, MB

Malik, KMA

Mathews, JE

Roberts, SM

机构：

[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

[2] Univ Wales Coll Cardiff, Dept Chem, EPSRC Xray Crystallog Serv, Cardiff CF1 3TB, S Glam, Wales

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 46期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0040-4039(98)01249-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polyleucine catalyzes the asymmetric epoxidation of enone (1) in a non-aqueous medium to provide epoxy-ketones (2) and (3) (81 and 84% yields respectively; >98% ee). The epoxy-ketones (2) and (3) are subsequently cyclized to give 1,2,3,4-tetrahydro-4-quinolones (4) and (5) respectively, (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：8495 / 8498

页数：4

共 50 条

[21] MICROWAVE ASSISTED SYNTHESIS OF SUBSTITUTED 1,2,3,4-TETRAHYDRO-2-PYRIMIDINONES AND 1,2,3,4-TETRAHYDRO-2-PYRIMIDINETHIONES FROM QUINOLINE CHALCONES
Hemasri, Y.
HETEROCYCLIC COMMUNICATIONS, 2009, 15 (06) : 423 - 427
[22] 4-SUBSTITUTED-1,2,3,4-TETRAHYDRO-3,3-DIMETHYLISOQUINOLINES .2.
BOBOWSKI, G
GOTTLIEB, JM
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (01) : 21 - 27
[23] Synthesis of biologically active 7-substituted-2-methyl-4-quinolones
Meshram, JS
Narule, MN
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 15 (01) : 43 - 46
[24] A novel synthesis and crystal structure of 2,3-substituted-1,4-2H-tetrazolthione
Zhao, PS
Jian, FF
Xiao, HL
Hou, YX
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2004, 25 (12) : 1935 - 1936
[25] SYNTHESIS OF 1-(1-SUBSTITUTED 4-PIPERIDINYL)-1,2,3,4-TETRAHYDRO-2-OXOQUINAZOLINES AND 3-(1-SUBSTITUTED 4-PIPERIDINYL)-1,2,3,4-TETRAHYDRO-2-OXOQUINAZOLINES AS POTENTIAL ANTIHYPERTENSIVE AGENTS
TAKAI, H
OBASE, H
NAKAMIZO, N
TERANISHI, M
KUBO, K
SHUTO, K
KASUYA, Y
SHIGENOBU, K
HASHIKAMI, M
KARASHIMA, N
CHEMICAL & PHARMACEUTICAL BULLETIN, 1985, 33 (03) : 1116 - 1128
[26] A NEW SYNTHESIS OF 1,2,3,4-TETRAHYDRO-2-METHYL-4-PHENYLISOQUINOLINES
VENKOV, AP
VODENICHAROV, DM
SYNTHESIS-STUTTGART, 1990, (03): : 253 - 255
[27] A Versatile Synthesis of 3-Substituted 4-Cyano-1,2,3,4-tetrahydro-1-oxo-β-carbolines
Huber, Kilian
Kast, Oliver
Bracher, Franz
SYNTHESIS-STUTTGART, 2010, (22): : 3849 - 3854
[28] SYNTHESIS OF 4-SUBSTITUTED-3-HYDROXY-2-QUINOLONES AND AZINES
MOHAMMED, YS
GOHAR, AEMN
ABDELLATIF, FF
BADR, MZA
PHARMAZIE, 1985, 40 (05): : 312 - 314
[29] SYNTHESIS OF 4-OXO-5,6-DIPHENYL-1,2,3,4-TETRAHYDRO-2-THIOXOFURO[2,3-D]PYRIMIDINES
AHLUWALIA, VK
TYAGI, R
KAUR, M
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1990, 29 (06): : 566 - 567
[30] SUBSTITUTED 1,2,3,4-TETRAHYDRO-BETA-CARBOLINES
DEGRAW, JI
SKINNER, WA
CANADIAN JOURNAL OF CHEMISTRY, 1967, 45 (01): : 63 - &

← 1 2 3 4 5 →