A GENERAL-SOLUTION TO THE SYNTHESIS OF 2-AZABICYCLO[3.3.1]NONANE UNIT OF STRYCHNOS ALKALOIDS

被引:45
作者
RAWAL, VH
MICHOUD, C
机构
[1] Department of Chemistry, The Ohio State University Columbus
关键词
D O I
10.1016/S0040-4039(00)74306-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The characteristic 2-azabicyclo[3.3.1]nonane substructure of Strychnos alkaloids can be constructed rapidly and stereospecifically using an intramolecular Heck reaction.
引用
收藏
页码:1695 / 1698
页数:4
相关论文
共 26 条
[1]   PALLADIUM-CATALYZED POLYENE CYCLIZATIONS OF DIENYL ARYL IODIDES [J].
ABELMAN, MM ;
OVERMAN, LE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) :2328-2329
[2]   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
[3]   NUCLEOPHILIC-ADDITION OF INDOLE-2-ACETIC ESTER ENOLATES TO N-ALKYLPYRIDINIUM SALTS - A FORMAL SYNTHESIS OF THE STRYCHNOS ALKALOIDS TUBIFOLIDINE AND TUBIFOLINE [J].
ALVAREZ, M ;
SALAS, M ;
DEVECIANA, A ;
LAVILLA, R ;
BOSCH, J .
TETRAHEDRON LETTERS, 1990, 31 (35) :5089-5092
[4]   THE POLARITY OF SOLUTIONS OF LITHIUM PERCHLORATE IN WATERFREE ETHERS [J].
BRAUN, R ;
SAUER, J .
CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (04) :1269-1274
[5]   TOTAL SYNTHESIS OF PROSTAGLANDINS . SYNTHESIS OF PURE DL-E1 -F1ALPHA -F1BETA -A1 AND -B1 HORMONES [J].
COREY, EJ ;
ANDERSEN, NH ;
CARLSON, RM ;
PAUST, J ;
VEDEJS, E ;
VLATTAS, I ;
WINTER, REK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (12) :3245-&
[6]   REACTION OF ORGANOTIN HYDRIDES WITH ACETYLENIC ALCOHOLS [J].
ENSLEY, HE ;
BUESCHER, RR ;
LEE, K .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (03) :404-408
[7]  
GAJDA T, 1981, SYNTHESIS-STUTTGART, P1005
[8]   DRAMATIC RATE ACCELERATIONS OF DIELS-ALDER REACTIONS IN 5-M LITHIUM PERCHLORATE DIETHYL-ETHER - THE CANTHARIDIN PROBLEM REEXAMINED [J].
GRIECO, PA ;
NUNES, JJ ;
GAUL, MD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4595-4596
[9]   PALLADIUM(II) CATALYZED CONSTRUCTION OF TETRASUBSTITUTED CARBON CENTERS, AND SPIRO-RING AND BRIDGED-RING COMPOUNDS FROM ENAMIDES OF 2-IODOBENZOIC ACIDS [J].
GRIGG, R ;
SRIDHARAN, V ;
STEVENSON, P ;
WORAKUN, T .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (23) :1697-1699
[10]  
HECK RF, 1982, ORG REACTIONS, V27, P345