STEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITIONS OF PHOTOCHEMICALLY GENERATED AZOMETHINE YLIDES TO OPPOLZER CHIRAL ACRYLOYL SULTAM - AN ASYMMETRIC APPROACH TO QUINOCARCIN

被引：35

作者：

GARNER, P

HO, WB

机构：

[1] Department of Chemistry, Case Western Reserve University, Cleveland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 13期

关键词：

D O I：

10.1021/jo00300a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photochemically generated azomethine ylides undergo highly stereoselective 1,3-dipolar cycloadditions (ds >25:1) to chiral acryloyl sultams to give the substituted 3,8-diazabicyclo[3.2.1]octane moiety of quinocarcin. © 1990, American Chemical Society. All rights reserved.

引用

页码：3973 / 3975

页数：3

共 37 条

[1] NEW CHIRAL AUXILIARIES FOR THERMAL CYCLOADDITIONS
CURRAN, DP
JEONG, KS
HEFFNER, TA
REBEK, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (26) : 9238 - 9240
[2] THE PREPARATION OF OPTICALLY-ACTIVE DELTA-2-ISOXAZOLINES - A MODEL FOR ASYMMETRIC INDUCTION IN THE NON LEWIS ACID-CATALYZED REACTIONS OF OPPOLZERS CHIRAL SULTAM
CURRAN, DP
KIM, BH
DAUGHERTY, J
HEFFNER, TA
[J]. TETRAHEDRON LETTERS, 1988, 29 (29) : 3555 - 3558
[3] AN APPROACH TO THE SYNTHESIS OF THE NAPHTHYRIDINOMYCIN ALKALOIDS - THE SYNTHESIS OF 2 SUBUNITS
DANISHEFSKY, S
ONEILL, BT
TANIYAMA, E
VAUGHAN, K
[J]. TETRAHEDRON LETTERS, 1984, 25 (38) : 4199 - 4202
[4] A MANNICH-LIKE APPROACH TO NAPHTHYRIDINOMYCIN
DANISHEFSKY, S
ONEILL, BT
SPRINGER, JP
[J]. TETRAHEDRON LETTERS, 1984, 25 (38) : 4203 - 4206
[5] THE TOTAL SYNTHESIS OF QUINOCARCINOL METHYL-ESTER
DANISHEFSKY, SJ
HARRISON, PJ
WEBB, RR
ONEILL, BT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (05) : 1421 - 1423
[6] THE TOTAL SYNTHESIS OF (+/-)-NAPHTHYRIDINOMYCIN .2. CONSTRUCTION OF THE PENTACYCLIC CARBON SKELETON
EVANS, DA
BILLER, SA
[J]. TETRAHEDRON LETTERS, 1985, 26 (16) : 1911 - 1914
[7] THE TOTAL SYNTHESIS OF (+/-)-NAPHTHYRIDINOMYCIN .1. PREPARATION OF A KEY TRICYCLIC LACTAM INTERMEDIATE
EVANS, DA
BILLER, SA
[J]. TETRAHEDRON LETTERS, 1985, 26 (16) : 1907 - 1910
[8] ASYMMETRIC HALOGENATION OF CHIRAL IMIDE ENOLATES - A GENERAL-APPROACH TO THE SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-AMINO-ACIDS
EVANS, DA
ELLMAN, JA
DOROW, RL
[J]. TETRAHEDRON LETTERS, 1987, 28 (11) : 1123 - 1126
[9] STEREOSELECTIVE SYNTHESIS OF (+/-)-CYANOCYCLINE
EVANS, DA
ILLIG, CR
SADDLER, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (09) : 2478 - 2479
[10] SYNTHESIS OF UNSYMMETRICALLY SUBSTITUTED 2,5-PIPERAZINEDIONES - REGIOSELECTIVE ALKYLATION OF PIPERAZINEDIONE DERIVATIVES
FUKUYAMA, T
FRANK, RK
LAIRD, AA
[J]. TETRAHEDRON LETTERS, 1985, 26 (25) : 2955 - 2958

← 1 2 3 4 →