STEREOCHEMISTRY OF REMOTE DIANION ADDITION TO IMINES - APPLICATION TO THE SYNTHESIS OF (1S, 8AS)-1-HYDROXYINDOLIZIDINE

被引：34

作者：

GREEN, DLC ^{[1
]}

KIDDLE, JJ ^{[1
]}

THOMPSON, CM ^{[1
]}

机构：

[1] LOYOLA UNIV,DEPT CHEM,CHICAGO,IL 60626

来源：

TETRAHEDRON | 1995年 / 51卷 / 10期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4020(95)00037-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective route to (1S, 8rS)-1-hydroxyindolizidine is reported herein that incorporates as a pivotal step the diastereoselective addition of the dianion of 4-(phenylsulfonyl)butanoic acid (4-PSBA) to a chiral alpha-benzyloxymethyl imine.

引用

页码：2865 / 2874

页数：10

共 37 条

[1] ABRAHAM RJ, 1980, PROTON CARBON 13 NMR, P97
[2] SLAFRAMINE . STRUCTURAL STUDIES OF A PARASYMPATHOMIMETIC ALKALOID OF FUNGAL ORIGIN
AUST, SD
BROQUIST, HP
RINEHART, KL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (12) : 2879 - &
[3] BYERS JH, 1960, J DAIRY SCI, V43, P873
[4] Cartwright D., 1970, J AM CHEM SOC, V92, P7615
[5] SPECTROSCOPIC INVESTIGATION OF SWAINSONINE - ALPHA-MANNOSIDASE INHIBITOR ISOLATED FROM SWAINSONA-CANESCENS
COLEGATE, SM
DORLING, PR
HUXTABLE, CR
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (10) : 2257 - 2264
[6] SYNTHESIS OF THE POLYETHER ANTIBIOTIC MONENSIN .2. PREPARATION OF INTERMEDIATES
COLLUM, DB
MCDONALD, JH
STILL, WC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (06) : 2118 - 2120
[7] STUDIES ON THE TOXIC EFFECTS OF SOME NITROGEN-CONTAINING SECONDARY PLANT-COMPOUNDS ON RAT HEPATOMA-CELLS
COOK, ND
EVANS, SV
FELLOWS, LE
PETERS, TJ
[J]. BIOCHEMICAL SOCIETY TRANSACTIONS, 1986, 14 (06) : 1053 - 1054
[8] THE QUEST FOR THERAPY
DAGANI, R
[J]. CHEMICAL & ENGINEERING NEWS, 1987, 65 (47) : 41 - 49
[9] SEARCH FOR AIDS-RETARDING DRUGS YIELDS POTENTIAL NEW CANDIDATES
DAGANI, R
[J]. CHEMICAL & ENGINEERING NEWS, 1987, 65 (26) : 25 - 27
[10] ISOLATION AND CHARACTERIZATION OF SWAINSONINE FROM TEXAS LOCOWEED (ASTRAGALUS-EMORYANUS)
DAVIS, D
SCHWARZ, P
HERNANDEZ, T
MITCHELL, M
WARNOCK, B
ELBEIN, AD
[J]. PLANT PHYSIOLOGY, 1984, 76 (04) : 972 - 975

← 1 2 3 4 →