Synthesis of graphislactones A-D through a palladium-mediated biaryl coupling reaction of phenyl benzoate derivatives

被引:82
作者
Abe, H [1 ]
Nishioka, K
Takeda, S
Arai, M
Takeuchi, Y
Harayama, T
机构
[1] Okayama Univ, Fac Pharmaceut Sci, Okayama 7008530, Japan
[2] Okayama Univ, Adv Sci Res Ctr, Okayama 7008530, Japan
基金
日本学术振兴会;
关键词
palladium; phenyl benzoate; graphislactone; biaryl coupling;
D O I
10.1016/j.tetlet.2005.03.046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chemical synthesis of graphislactones A-D was achieved through the Pd-mediated intramolecular biaryl coupling reaction of phenyl benzoate derivatives. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3197 / 3200
页数:4
相关论文
共 15 条
[1]   Enantioselective construction of biaryl part in the synthesis of stegane related compounds [J].
Abe, H ;
Takeda, S ;
Fujita, T ;
Nishioka, K ;
Takeuchi, Y ;
Harayama, T .
TETRAHEDRON LETTERS, 2004, 45 (11) :2327-2329
[2]  
Bringmann G, 2000, SYNLETT, P1822
[3]   A concise synthesis of arnottin I via internal biaryl coupling reaction using palladium reagent [J].
Harayama, T ;
Yasuda, H .
HETEROCYCLES, 1997, 46 :61-64
[4]  
Harayama T, 2000, CHEM PHARM BULL, V48, P861
[5]   Aryl-aryl bond formation one century after the discovery of the Ullmann reaction [J].
Hassan, J ;
Sévignon, M ;
Gozzi, C ;
Schulz, E ;
Lemaire, M .
CHEMICAL REVIEWS, 2002, 102 (05) :1359-1469
[7]   Total synthesis of (+)-isoschizandrin utilizing a samarium(II) iodide-promoted 8-endo ketyl-olefin cyclization [J].
Molander, GA ;
George, KM ;
Monovich, LG .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (25) :9533-9540
[8]  
Node M., 1992, BULL INST CHEM RES K, V70, P308
[9]  
TAKENAKA Y, 2003, THESIS OKAYAMA U
[10]   6H-Dibenzo[b,d]pyran-6-one derivatives from the cultured lichen mycobionts of Graphis spp. and their biosynthetic origin [J].
Tanahashi, T ;
Takenaka, Y ;
Nagakura, N ;
Hamada, N .
PHYTOCHEMISTRY, 2003, 62 (01) :71-75