SEDUM ALKALOIDS .12. SYNTHESIS OF THE NEW PIPERIDINE ALKALOIDS HOMOSEDINONE AND DIHOMOSEDINONE

被引:13
作者
DURANT, A [1 ]
HOOTELE, C [1 ]
机构
[1] UNIV LIBRE BRUXELLES,FAC SCI,SERV CHIM ORGAN,B-1050 BRUSSELS,BELGIUM
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1992年 / 70卷 / 11期
关键词
D O I
10.1139/v92-345
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The new piperidine alkaloids homosedinone 2 and dihomosedinone 3. isolated from Sedum acre, have been synthesized from (-)-norsedamine 7 by application of the sequence: anodic methoxylation - elimination - nucleophilic addition.
引用
收藏
页码:2722 / 2725
页数:4
相关论文
共 9 条
[1]   SEDUM ALKALOIDS .5. SEDACRINE, THE MAJOR ALKALOID OF SEDUM-ACRE, AND RELATED BASES [J].
COLAU, B ;
HOOTELE, C .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (03) :470-472
[2]   HIGHLY SELECTIVE, KINETICALLY CONTROLLED ENOLATE FORMATION USING LITHIUM DIALKYLAMIDES IN THE PRESENCE OF TRIMETHYLCHLOROSILANE [J].
COREY, EJ ;
GROSS, AW .
TETRAHEDRON LETTERS, 1984, 25 (05) :495-498
[3]   SEDUM ALKALOIDS .11. SYNTHESIS OF SEDINONE AND SEDACRINE BY APPLICATION OF ANODIC-OXIDATION [J].
DRIESSENS, F ;
HOOTELE, C .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1991, 69 (02) :211-217
[4]   *UBER DIE RACEMISIERUNG DES ISOPELLETIERINS UND METHYLISOPELLETIERINS [J].
GALINOVSKY, F ;
BIANCHETTI, G ;
VOGL, O .
MONATSHEFTE FUR CHEMIE, 1953, 84 (06) :1221-1227
[5]   SEDUM ALKALOIDS .10. STRUCTURE AND SYNTHESIS OF NEW 3-HYDROXPIPERIDINE AND 5-HYDROXYPIPERIDINE ALKALOIDS [J].
IBEBEKEBOMANGWA, W ;
HOOTELE, C .
TETRAHEDRON, 1987, 43 (05) :935-945
[6]   STEREOSELECTIVE NUCLEOPHILIC-SUBSTITUTION OF 6-METHOXY-1-METHOXYCARBONYLPIPECOLATE - ENANTIOSELECTIVE SYNTHESIS OF (+)-SEDAMINE FROM L-LYSINE [J].
IRIE, K ;
AOE, K ;
TANAKA, T ;
SAITO, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (10) :633-635
[7]   ELECTROORGANIC CHEM .96. SYNTHESIS OF OPTICALLY-ACTIVE PIPERIDINE AND PYRROLIDINE ALKALOIDS FROM L-LYSINE, L-ORNITHINE, OR L-PROLINE USING ANODIC-OXIDATION AS KEY STEPS [J].
SHONO, T ;
MATSUMURA, Y ;
TSUBATA, K ;
UCHIDA, K .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (13) :2590-2592
[8]   ELECTROORGANIC CHEMISTRY IN ORGANIC-SYNTHESIS [J].
SHONO, T .
TETRAHEDRON, 1984, 40 (05) :811-850
[9]  
ZHANG M, 1990, PHYTOCHEMISTRY, V29, P1354