ALKALOID SYNTHESIS VIA INTRAMOLECULAR ENE REACTION .2. APPLICATION TO DL-MESEMBRINE AND DL-DIHYDROMARITIDINE

被引:78
作者
KECK, GE
WEBB, RR
机构
关键词
D O I
10.1021/jo00346a028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:1302 / 1309
页数:8
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共 14 条
[1]  
ESCHENMOSER A, 1971, ANGEW CHEM INT ED EN, V8, P171
[2]  
FUGANTI C, 1975, ALKALOIDS, V15, pCH3
[3]   ESTER ENOLATE CLAISEN REARRANGEMENT - STEREOCHEMICAL CONTROL THROUGH STEREOSELECTIVE ENOLATE FORMATION [J].
IRELAND, RE ;
MUELLER, RH ;
WILLARD, AK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :2868-2877
[4]  
Jones L. W., 1921, J AM CHEM SOC, V43, P2422
[5]   SYNTHETIC STUDIES ON PYRROLIZIDINE ALKALOIDS .1. (+/-)-HELIOTRIDINE AND (+/-)-RETRONECINE VIA INTRAMOLECULAR DIENOPHILE TRANSFER [J].
KECK, GE ;
NICKELL, DG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (10) :3632-3634
[6]  
KECK GE, 1981, J AM CHEM SOC, V103, P3173, DOI 10.1021/ja00401a039
[7]   A VERSATILE METHOD FOR CARBON-NITROGEN BOND FORMATION VIA ENE REACTIONS OF ACYLNITROSO COMPOUNDS [J].
KECK, GE ;
WEBB, RR ;
YATES, JB .
TETRAHEDRON, 1981, 37 (23) :4007-4016
[8]   NEW METHODS FOR ALKALOID SYNTHESIS - FACILE TOTAL SYNTHESES OF (+/-)-O-METHYLJOUBERTIAMINE AND (+/-)-MESEMBRINE [J].
MARTIN, SF ;
PUCKETTE, TA ;
COLAPRET, JA .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (19) :3391-3396
[9]  
MILLER PG, 1980, J ORG CHEM, V45, P410
[10]  
OHISHI T, 1970, CHEM PHARM BULL, V18, P299