Rapid and convergent assembly of the polycyclic framework assigned to the cytotoxic marine alkaloid halitulin

被引：21

作者：

Banwell, MG ^{[1
]}

Bray, AM

Edwards, AJ

Wong, DJ

机构：

[1] Australian Natl Univ, Inst Adv Studies, Res Sch Chem, Canberra, ACT 0200, Australia

[2] Mimotopes Pty Ltd, Melbourne, Vic 3169, Australia

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 11期

关键词：

D O I：

10.1039/b111401h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Compound 3, representing the tetra-O-methyl ether derivative of structure, 1, assigned to the cytotoxic marine alkaloid halitulin, has been assembled in a convergent manner from the readily available building blocks 5, 6 and 11.

引用

页码：1340 / 1343

页数：4

共 19 条

[1] COMPLETION AND REFINEMENT OF CRYSTAL-STRUCTURES WITH SIR92
ALTOMARE, A
CASCARANO, G
GIACOVAZZO, C
GUAGLIARDI, A
[J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1993, 26 (pt 3) : 343 - 350
[2] Convergent synthesis and preliminary biological evaluation of (±)-B-norrhazinal
Banwell, M
Edwards, A
Smith, J
Hamel, E
Verdier-Pinard, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (10): : 1497 - 1499
[3] Convergent total synthesis of lamellarin K
Banwell, M
Flynn, B
Hockless, D
[J]. CHEMICAL COMMUNICATIONS, 1997, (23) : 2259 - 2260
[4] Total synthesis of the putative structure of the marine alkaloid haliclorensin
Banwell, MG
Bray, AM
Edwards, AJ
Wong, DJ
[J]. NEW JOURNAL OF CHEMISTRY, 2001, 25 (11) : 1347 - 1350
[5] First syntheses of the pyrroloketopiperazine marine natural products (±)-longamide, (±)-longamide B, (±)-longamide B methyl ester and (±)-hanishin
Banwell, MG
Bray, AM
Willis, AC
Wong, DJ
[J]. NEW JOURNAL OF CHEMISTRY, 1999, 23 (07) : 687 - 690
[6] Convergent syntheses of the pyrrolic marine natural products lamellarin-O, lamellarin-Q, lukianol-A and some more highly oxygenated congeners
Banwell, MG
Flynn, BL
Hamel, E
Hockless, DCR
[J]. CHEMICAL COMMUNICATIONS, 1997, (02) : 207 - 208
[7] Brandsma L., 1998, SPRINGER LAB, P15
[8] N-(TRIISOPROPYLSILYL)PYRROLE - A PROGENITOR PAR EXCELLENCE OF 3-SUBSTITUTED PYRROLES
BRAY, BL
MATHIES, PH
NAEF, R
SOLAS, DR
TIDWELL, TT
ARTIS, DR
MUCHOWSKI, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) : 6317 - 6328
[9] Revision of the structure of haliclorensin to (S)-7-methyl-1,5-diazacyclotetradecane and confirmation of the new structure by synthesis
Heinrich, MR
Kashman, Y
Spiteller, P
Steglich, W
[J]. TETRAHEDRON, 2001, 57 (50) : 9973 - 9978
[10] Synthesis of (-)-(3S)-1-(3-aminopropyl)-3-methylazacyclodecane, the structure proposed for the marine alkaloid haliclorensin
Heinrich, MR
Steglich, W
[J]. TETRAHEDRON LETTERS, 2001, 42 (19) : 3287 - 3289

← 1 2 →