DIASTEREOSELECTIVITY IN THE INTRAMOLECULAR NITRONE, OXIME, AND NITRILE OXIDE CYCLOADDITION REACTIONS - SYNTHESIS OF AMINO INOSITOL DERIVATIVES AS ALPHA-GLUCOSIDASE INHIBITORS

被引：31

作者：

PEET, NP ^{[1
]}

HUBER, EW ^{[1
]}

FARR, RA ^{[1
]}

机构：

[1] MERRELL DOW PHARMACEUT INC,RES INST,2110 E GALBRAITH RD,CINCINNATI,OH 45215

来源：

TETRAHEDRON | 1991年 / 47卷 / 36期

关键词：

D O I：

10.1016/S0040-4020(01)88278-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The diastereoselectivity in the intramolecular 1,3-dipolar cycloaddition reactions of 4 and 5 (R = Bn, 4-MeOBn) was examined.

引用

页码：7537 / 7550

页数：14

共 17 条

[1] CYCLOADDITION REACTIONS OF OXIMES - POWERFUL NEW CARBON CARBON BOND FORMING METHODOLOGY
ARMSTRONG, P
GRIGG, R
WARNOCK, WJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (17) : 1325 - 1327
[2] CARBOCYCLIC COMPOUNDS FROM MONOSACCHARIDES .1. TRANSFORMATIONS IN THE GLUCOSE SERIES
BERNET, B
VASELLA, A
[J]. HELVETICA CHIMICA ACTA, 1979, 62 (06) : 1990 - 2016
[3] OXIDATIVE HYDROLYSIS OF 1,3-DITHIANE DERIVATIVES TO CARBONYL COMPOUNDS USING N-HALOSUCCINIMIDE REAGENTS
COREY, EJ
ERICKSON, BW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (23) : 3553 - &
[4] CARBANIONS OF 1,3-DITHIANES . REAGENTS FOR C-C BOND FORMATION BY NUCLEOPHILIC DISPLACEMENT AND CARBONYL ADDITION
COREY, EJ
SEEBACH, D
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1965, 4 (12) : 1075 - &
[5] SYNTHESIS OF 1S,2R,3S,4R,5R-METHYL[2,3,4-TRIHYDROXY-5-(HYDROXYMETHYL)CYCLOPENTYL]AMINE - A POTENT ALPHA-MANNOSIDASE INHIBITOR
FARR, RA
PEET, NP
KANG, MS
[J]. TETRAHEDRON LETTERS, 1990, 31 (49) : 7109 - 7112
[6] X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .2. OXIME CYCLO-ADDITIONS - FORMATION OF 2-1 ADDUCTS
GRIGG, R
JORDAN, M
TANGTHONGKUM, A
EINSTEIN, FWB
JONES, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (01): : 47 - 57
[7] PROTOTROPIC ROUTES TO 1,3-DIPOLES AND 1,5-DIPOLES, AND 1,2-YLIDES - APPLICATIONS TO THE SYNTHESIS OF HETEROCYCLIC-COMPOUNDS
GRIGG, R
[J]. CHEMICAL SOCIETY REVIEWS, 1987, 16 (01) : 89 - 121
[8] X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .3. ISOXAZOLIDINES FROM THE 1-1 CYCLOADDITION OF OXIMES WITH DIPOLAROPHILES
GRIGG, R
THIANPANTANGUL, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (04): : 653 - 656
[9] CYCLO-ADDITIONS .38. INTRAMOLECULAR OXIME OLEFIN CYCLO-ADDITIONS - STEREOSPECIFIC FORMATION OF FUNCTIONALIZED PYRROLIDINES
HASSNER, A
MAURYA, R
MESKO, E
[J]. TETRAHEDRON LETTERS, 1988, 29 (41) : 5313 - 5316
[10] KARABATSOS GJ, 1970, TOP STEREOCHEM, V5, P167

← 1 2 →