A STEREOSELECTIVE TOTAL SYNTHESIS OF DASYCARPIDAN ALKALOIDS - (+/-)-DASYCARPIDONE, (+/-)-DASYCARPIDOL AND (+/-)-NORDASYCARPIDONE

被引：11

作者：

BONJOCH, J

CASAMITJANA, N

GRACIA, J

BOSCH, J

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 23期

关键词：

D O I：

10.1039/c39910001687

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A stereoselective total synthesis of the dasycarpidan alkaloids dasycarpidone 1, dasycarpidol 2 and nordasycarpidone 3 has been achieved from the tetracyclic intermediate 6, the key step being the oxidation of the C-6 methylene group.

引用

页码：1687 / 1688

页数：2

共 10 条

[1] SYNTHESES IN THE ELLIPTICINE-OLIVACINE SERIES - A POSSIBLE BIOGENETIC MODEL
BESSELIEVRE, R
HUSSON, HP
[J]. TETRAHEDRON, 1981, 37 : 241 - 246
[2] STEREOCONTROLLED ACCESS TO DASYCARPIDAN-TYPE COMPOUNDS AND FORMAL TOTAL SYNTHESIS OF STRYCHNOS INDOLE ALKALOIDS OF THE STRYCHNAN-TYPE
BONJOCH, J
CASAMITJANA, N
GRACIA, J
BOSCH, J
[J]. TETRAHEDRON LETTERS, 1989, 30 (41) : 5659 - 5662
[3] SYNTHETIC APPLICATIONS OF "2-CYANO-1,2,3,6-TETRAHYDROPYRIDINES .2. SYNTHESIS OF ISODASYCARPIDONE AND RELATED SYSTEMS, THE ERVITSINE SKELETON, AND ITS BENZO ANALOG
BOSCH, J
RUBIRALTA, M
DOMINGO, A
BOLOS, J
LINARES, A
MINGUILLON, C
AMAT, M
BONJOCH, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) : 1516 - 1522
[4] TOTAL SYNTHESIS OF (+/-)-DASYCARPIDONE, (+/-)-EPIDASYCARPIDONE, AND (+/-)-EPIULEINE
DOLBY, LJ
BIERE, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (11) : 3843 - &
[5] SYNTHESES OF (+)-DASYCARPIDONE, (+)-3-EPI-DASYCARPIDONE, (+)-ULEINE AND (+)-3-EPI-ULEINE
JACKSON, A
WILSON, NDV
GASKELL, AJ
JOULE, JA
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (19): : 2738 - &
[6] ALKALOID STUDIES .53. STRUCTURES OF 9 NEW ALKALOIDS FROM ASPIDOSPERMA DASYCARPON A DC
JOULE, JA
OHASHI, M
GILBERT, B
DJERASSI, C
[J]. TETRAHEDRON, 1965, 21 (07) : 1717 - +
[7] KAMETANI T, 1971, CHEM PHARM BULL, V19, P1424
[8] STUDIES ON SYNTHESES OF HETEROCYCLIC COMPOUNDS .394. TOTAL SYNTHESES OF (+/-)-DASYCARPIDONE AND (+/-)-3-EPIDASYCARPIDONE - FORMAL TOTAL SYNTHESES OF (+/-)-ULEINE AND (+/-)-3-EPIULEINE
KAMETANI, T
SUZUKI, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (09) : 1291 - &
[9] KOTHA S, 1990, J ORG CHEM, V55, P3858
[10] SUNDBERG RJ, 1970, CHEM INDOLES, P282

← 1 →