CONVERGENT SYNTHESIS OF (+/-)-DIHYDROISOCODEINE IN 11 STEPS BY THE TANDEM RADICAL CYCLIZATION STRATEGY - A FORMAL TOTAL SYNTHESIS OF (+/-)-MORPHINE

被引:117
作者
PARKER, KA
FOKAS, D
机构
关键词
D O I
10.1021/ja00050a075
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:9688 / 9689
页数:2
相关论文
共 33 条
[1]   INTRAMOLECULAR ALKENE ARYLATIONS FOR RAPID ASSEMBLY OF POLYCYCLIC SYSTEMS CONTAINING QUATERNARY CENTERS - A NEW SYNTHESIS OF SPIROOXINDOLES AND OTHER FUSED AND BRIDGED RING-SYSTEMS [J].
ABELMAN, MM ;
OH, T ;
OVERMAN, LE .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) :4130-4133
[2]   AZIRIDINIUM CATION MEDIATED CYCLIZATIONS - NEW ROUTES TO THE MORPHINAN RING-SYSTEM [J].
BROKA, CA ;
GERLITS, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (10) :2144-2150
[3]   A NEW SYNTHESIS OF MORPHINE-BASED ANALGESICS [J].
CHANDLER, M ;
PARSONS, PJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (05) :322-323
[4]   RATE CONSTANTS FOR THE REACTIONS OF TRIS(TRIMETHYLSILYL)SILYL RADICALS WITH ORGANIC HALIDES [J].
CHATGILIALOGLU, C ;
GRILLER, D ;
LESAGE, M .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (10) :2492-2494
[5]   APPLICATION OF LITHIUM REAGENTS FROM (1-METHYLTHIO)ALKYLPHOSPHONATE ESTERS TO SYNTHESIS OF KETONES [J].
COREY, EJ ;
SHULMAN, JI .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (03) :777-&
[6]   ORGANOLANTHANIDE-CATALYZED HYDROAMINATION - A KINETIC, MECHANISTIC, AND DIASTEREOSELECTIVITY STUDY OF THE CYCLIZATION OF N-UNPROTECTED AMINO OLEFINS [J].
GAGNE, MR ;
STERN, CL ;
MARKS, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :275-294
[7]   THE SYNTHESIS OF MORPHINE [J].
GATES, M ;
TSCHUDI, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (04) :1109-1110
[8]   THE SYNTHESIS OF RING SYSTEMS RELATED TO MORPHINE .4. N-METHYLISOMORPHINANE [J].
GATES, M ;
WOODWARD, RB ;
NEWHALL, WF ;
KUNZLI, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (03) :1141-1146
[9]   LANTHANOIDS IN ORGANIC-SYNTHESIS .6. THE REDUCTION OF ALPHA-ENONES BY SODIUM-BOROHYDRIDE IN THE PRESENCE OF LANTHANOID CHLORIDES - SYNTHETIC AND MECHANISTIC ASPECTS [J].
GEMAL, AL ;
LUCHE, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) :5454-5459
[10]  
GREEN M, 1963, J CHEM SOC, P1324