QUARARIBEA METABOLITES .3. TOTAL SYNTHESIS OF (+/-)-FUNEBRAL, A ROTATIONALLY RESTRICTED PYRROLE ALKALOID, USING A NOVEL PAAL-KNORR REACTION

被引:64
作者
YU, SX
LEQUESNE, PW
机构
[1] NORTHEASTERN UNIV,BARNETT INST,BOSTON,MA 02115
[2] NORTHEASTERN UNIV,DEPT CHEM,BOSTON,MA 02115
关键词
D O I
10.1016/0040-4039(95)01250-L
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of (+/-)-funebral 5, a sterically crowded, rotationally restricted pyrrole alkaloid, has been achieved by means of a new variation of the Paal-Knorr synthesis, employing titanium isopropoxide.
引用
收藏
页码:6205 / 6208
页数:4
相关论文
共 9 条
[1]  
ABLAZA SL, 1994, THESIS NE U
[2]  
ABLAZA SL, 1995, NET PRODS LETT, V6, P77
[3]  
ABLAZA SL, UNPUB
[4]   CHARACTERIZATION OF AN ENDOGENOUS FACTOR CONTROLLING THE CELL-CYCLE OF COMPLEX TISSUES [J].
LYNN, DG ;
JAFFE, K ;
CORNWALL, M ;
TRAMONTANO, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) :5858-5859
[5]   FUNEBRINE, A STRUCTURALLY NOVEL PYRROLE ALKALOID, AND OTHER GAMMA-HYDROXYISOLEUCINE-RELATED METABOLITES OF QUARARIBEA-FUNEBRIS (LLAVE) VISCHER (BOMBACACEAE) [J].
RAFFAUF, RF ;
ZENNIE, TM ;
ONAN, KD ;
LEQUESNE, PW .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (15) :2714-2718
[6]  
Schultes R. E., 1957, BOT MUSEUM LEAFLETS, V19, P247
[7]   FUNEBRAL, A NEW PYRROLE LACTONE ALKALOID FROM QUARARIBEA-FUNEBRIS [J].
ZENNIE, TM ;
CASSADY, JM ;
RAFFAUF, RF .
JOURNAL OF NATURAL PRODUCTS, 1986, 49 (04) :695-698
[8]   FUNEBRADIOL, A NEW PYRROLE LACTONE ALKALOID FROM QUARARIBEA-FUNEBRIS FLOWERS [J].
ZENNIE, TM ;
CASSADY, JM .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (06) :1611-1614
[9]  
ZENNIE TM, COMMUNICATION