Cobalt-catalysed hydrovinylation as the key step in a short synthesis of moenocinol

被引:35
作者
Hilt, Gerhard [1 ]
Treutwein, Jonas [1 ]
机构
[1] Univ Marburg, Fachbereich Chem, D-35043 Marburg, Germany
关键词
JULIA-KOCIENSKI OLEFINATION; ALDER-ENE REACTION; STEREOSELECTIVE-SYNTHESIS; DIELS-ALDER; ALKENES; 1,4-HYDROVINYLATION; BIOSYNTHESIS; 1,3-DIENES; SULFONE; ALKYNES;
D O I
10.1039/b822023a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A regio- and chemoselective cobalt(I)-catalysed 1,4-hydrovinylation reaction is the key step in the straightforward and convergent synthesis of moenocinol, the aglycone of moenomycin A.
引用
收藏
页码:1395 / 1397
页数:3
相关论文
共 40 条
[1]   Degradation and reconstruction of moenomycin A and derivatives: Dissecting the function of the isoprenoid chain [J].
Adachi, Masaatsu ;
Zhang, Yi ;
Leimkuhler, Catherine ;
Sun, Binyuan ;
LaTour, John V. ;
Kahne, Daniel E. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) :14012-14013
[2]   Pd-assisted multicomponent synthesis of heterocycles [J].
Balme, G ;
Bossharth, E ;
Monteiro, N .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) :4101-4111
[3]  
Blakemore PR, 1998, SYNLETT, P26
[4]   A SYNTHESIS OF MOENOCINOL FROM ISOPRENOID PRECURSORS [J].
BOTTGER, D ;
WELZEL, P .
TETRAHEDRON LETTERS, 1983, 24 (47) :5201-5204
[5]  
Buisine O, 2001, CHEM-EUR J, V7, P3517, DOI 10.1002/1521-3765(20010817)7:16<3517::AID-CHEM3517>3.0.CO
[6]  
2-V
[7]   Cobalt-catalyzed reductive coupling of activated alkenes with alkynes [J].
Chang, Hong-Tai ;
Jayanth, Thiruvellore Thatai ;
Wang, Chun-Chih ;
Cheng, Chien-Hong .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) :12032-12041
[8]   An expedient approach to E,Z-dienes using the Julia olefination [J].
Charette, AB ;
Berthelette, C ;
St-Martin, D .
TETRAHEDRON LETTERS, 2001, 42 (31) :5149-5153
[9]   STEREOSELECTIVE SYNTHESIS OF MOENOCINOL AND ASSIGNMENT OF ITS C-13 NUCLEAR MAGNETIC-RESONANCE SPECTRUM [J].
COATES, RM ;
JOHNSON, MW .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (13) :2685-2697
[10]   SESTERTERPENES .1. STEREOSPECIFIC TOTAL SYNTHESIS OF MOENOCINOL [J].
GRIECO, PA ;
MASAKI, Y ;
BOXLER, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) :1597-1599