DIRECT CLOSURE OF A 36-MEMBERED RING USING THE MCMURRY COUPLING - SYNTHETIC STUDIES ON THE MACROCYCLIC ARCHAEBACTERIAL MEMBRANE-LIPIDS

被引:20
作者
EGUCHI, T [1 ]
TERACHI, T [1 ]
KAKINUMA, K [1 ]
机构
[1] TOKYO INST TECHNOL,DEPT CHEM,O OKAYAMA,MEGURO KU,TOKYO 152,JAPAN
关键词
D O I
10.1016/S0040-4039(00)60375-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a desmethylated archaebacterial membrane lipid featuring the 36-membered ring using the McMurry coupling, a low-valent titanium induced coupling reaction of a dialdehyde, is reported.
引用
收藏
页码:2175 / 2178
页数:4
相关论文
共 29 条
[1]  
Breitmaier E, 1987, CARBON 13 NMR SPECTR
[2]  
COMITA PB, 1984, J BIOL CHEM, V254, P15234
[3]   STRUCTURAL REGULARITIES IN TETRAETHER LIPIDS OF CALDARIELLA AND THEIR BIOSYNTHETIC AND PHYLETIC IMPLICATIONS [J].
DEROSA, M ;
GAMBACORTA, A ;
NICOLAUS, B ;
SODANO, S ;
BULOCK, JD .
PHYTOCHEMISTRY, 1980, 19 (05) :833-836
[4]   CALDARIELLA GROUP OF EXTREME THERMOACIDOPHILE BACTERIA - DIRECT COMPARISON OF LIPIDS IN SULFOLOBUS, THERMOPLASMA, AND MT-STRAINS [J].
DEROSA, M ;
GAMBACORTA, A ;
BULOCK, JD .
PHYTOCHEMISTRY, 1976, 15 (01) :143-145
[5]   CYCLIC DIETHER LIPIDS FROM VERY THERMOPHILIC ACIDOPHILIC BACTERIA [J].
DEROSA, M ;
GAMBACOR.A ;
MINALE, L ;
BULOCK, JD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (14) :543-544
[6]   COMPLEX LIPIDS OF CALDARIELLA-ACIDOPHILA, A THERMOACIDOPHILE ARCHAEBACTERIUM [J].
DEROSA, M ;
GAMBACORTA, A ;
NICOLAUS, B ;
BULOCK, JD .
PHYTOCHEMISTRY, 1980, 19 (05) :821-825
[7]  
DEROSA M, 1977, PHYTOCHEMISTRY, V17, P45
[8]   CLASSIFICATION OF METHANOGENIC BACTERIA BY 16S RIBOSOMAL-RNA CHARACTERIZATION [J].
FOX, GE ;
MAGRUM, LJ ;
BALCH, WE ;
WOLFE, RS ;
WOESE, CR .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1977, 74 (10) :4537-4541
[9]   A NEW REAGENT FOR THE REMOVAL OF THE 4-METHOXYBENZYL ETHER - APPLICATION TO THE SYNTHESIS OF UNUSUAL MACROCYCLIC AND BOLAFORM PHOSPHATIDYLCHOLINES [J].
HEBERT, N ;
BECK, A ;
LENNOX, RB ;
JUST, G .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) :1777-1783
[10]   BIOSYNTHETIC MECHANISM OF SN-2,3-DI-O-PHYTANYLGLYCEROL, CORE MEMBRANE LIPID OF THE ARCHAEBACTERIUM HALOBACTERIUM-HALOBIUM [J].
KAKINUMA, K ;
YAMAGISHI, M ;
FUJIMOTO, Y ;
IKEKAWA, N ;
OSHIMA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) :2740-2745