A novel and concise synthesis of (±)2-epi-validamine

被引：32

作者：

Afarinkia, K ^{[1
]}

Mahmood, F ^{[1
]}

机构：

[1] Univ London Kings Coll, Dept Chem, London WC2R 2LS, England

来源：

TETRAHEDRON | 1999年 / 55卷 / 10期

关键词：

D O I：

10.1016/S0040-4020(99)00071-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(+/-) 2-epi-Validamine has been synthesised in five steps by the chemical manipulation of the bicyclic lactone cycloadduct of ethyl coumalate and vinylene carbonate. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：3129 / 3140

页数：12

共 24 条

[1] A STEREODIVERGENT ACCESS TO NATURALLY-OCCURRING AMINOCARBASUGARS FROM (PHENYLSULFONYL)-7-OXABICYCLO[2.2.1]HEPTANE DERIVATIVES - TOTAL SYNTHESIS OF PENTA-N,O-ACETYL-(+/-)-VALIDAMINE AND ITS C-1 AND C-2 STEREOISOMERS
ACENA, JL
ARJONA, O
DELAPRADILLA, RF
PLUMET, J
VISO, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (21) : 6419 - 6424
[2] A novel synthesis of (±) 2-epi-validamine
Afarinkia, K
Mahmood, F
[J]. TETRAHEDRON LETTERS, 1998, 39 (40) : 7413 - 7414
[3] DIELS-ALDER CYCLOADDITIONS OF 2-PYRONES AND 2-PYRIDONES
AFARINKIA, K
VINADER, V
NELSON, TD
POSNER, GH
[J]. TETRAHEDRON, 1992, 48 (42) : 9111 - 9171
[4] SYNTHETIC METHODS FOR THE PREPARATION OF D-PSEUDO-SUGARS AND L-PSEUDO-SUGARS FROM D-GLUCOSE
BARTON, DHR
GERO, SD
CLEOPHAX, J
MACHADO, AS
QUICLETSIRE, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (17) : 1184 - 1186
[5] BLATTNER R, 1987, J CHEM SOC CHEM COMM, P1455
[6] CONVERSION OF ALIPHATIC AMIDES INTO AMINES WITH [I,I-BIS(TRIFLUOROACETOXY)IODO]BENZENE .2. KINETICS AND MECHANISM
BOUTIN, RH
LOUDON, GM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (22) : 4277 - 4284
[7] FACIAL SELECTIVITY IN THE INVERSE-ELECTRON-DEMAND DIELS-ALDER REACTION - ADDITIONS TO 1,2,3,4,5-PENTACHLORO-5-METHOXY-1,3-CYCLOPENTADIENE
BURRY, LC
BRIDSON, JN
BURNELL, DJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (18) : 5931 - 5934
[8] THE USE OF CYCLOHEXA-3,5-DIENE-1,2-DIOLS IN ENANTIOSPECIFIC SYNTHESIS
CARLESS, HAJ
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (07) : 795 - 826
[9] SYNTHESIS OF PSEUDOSUGARS FROM MICROBIAL METABOLITES
ENTWISTLE, DA
HUDLICKY, T
[J]. TETRAHEDRON LETTERS, 1995, 36 (15) : 2591 - 2594
[10] HARANO K, 1990, CHEM PHARM BULL, V38, P1182

← 1 2 3 →