ACETOGENIC ISOQUINOLINE ALKALOIDS .66. FIRST TOTAL SYNTHESIS OF KORUPENSAMINE-A AND KORUPENSAMINE-B

被引:45
作者
BRINGMANN, G
GOTZ, R
KELLER, PA
WALTER, R
HENSCHEL, P
SCHAFFER, M
STABLEIN, M
KELLY, TR
BOYD, MR
机构
[1] BOSTON COLL,DEPT CHEM,CHESTNUT HILL,MA 02167
[2] NCI,DRUG DISCOVERY RES & DEV LAB,FREDERICK,MD 21702
关键词
D O I
10.3987/COM-94-S(B)79
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of korupensamines A (1a) and B (1b), highly polar naphthylisoquinoline alkaloids and, simultaneously, 'monomeric building blocks' of the michellamines, is described. Key step is the Pd-II catalyzed intermolecular biaryl coupling of the two appropriately protected naphthalene and isoquinoline moieties (10) and (11), with the coupling positions activated by bromine and trialkylstannane substituents respectively.
引用
收藏
页码:503 / 508
页数:6
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