Remarkably facile hexatriene electrocyclizations as a route to functionalized cyclohexenones via ring expansion of cyclobutenones

被引:55
作者
Magomedov, NA [1 ]
Ruggiero, PL [1 ]
Tang, YC [1 ]
机构
[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA
关键词
D O I
10.1021/ja0399066
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:1624 / 1625
页数:2
相关论文
共 22 条
[1]  
ARNOLD BJ, 1974, J CHEM SOC PERK T 1, P415, DOI 10.1039/p19740000415
[2]  
Bronson J. J., 1991, COMPREHENSIVE ORGANI, V5, P999
[3]   A REGIOCONTROLLED ANNULATION APPROACH TO HIGHLY SUBSTITUTED AROMATIC-COMPOUNDS [J].
DANHEISER, RL ;
GEE, SK .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (09) :1672-1674
[4]   Electronic control of stereoselectivities of electrocyclic reactions of cyclobutenes: A triumph of theory in the prediction of organic reactions [J].
Dolbier, WR ;
Koroniak, H ;
Houk, KN ;
Sheu, CM .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (10) :471-477
[5]   Total synthesis of (-)-ascochlorin via a cyclobutenone-based benzannulation strategy [J].
Dudley, GB ;
Takaki, KS ;
Cha, DD ;
Danheiser, RL .
ORGANIC LETTERS, 2000, 2 (21) :3407-3410
[6]   GENERATION OF ALPHA-SULFONYLVINYLITHIUM REAGENTS BY THE LITHIATION OF VINYLIC SULFONES [J].
EISCH, JJ ;
GALLE, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (18) :3279-3280
[7]   Single step synthesis of cyclooctadienone derivatives by reaction of cyclobutenones with dienyllithium [J].
Hamura, T ;
Tsuji, S ;
Matsumoto, T ;
Suzuki, K .
CHEMISTRY LETTERS, 2002, (07) :750-751
[8]   The preparation of substituted 3,4-dihydro-1(2H)-naphthalenones from benzocyclobutenones via sequential thermal electrocyclic reactions [J].
Hickman, DN ;
Hodgetts, KJ ;
Mackman, PS ;
Wallace, TW ;
Wardleworth, JM .
TETRAHEDRON, 1996, 52 (06) :2235-2260
[9]   STEREOSELECTIVE SUBSTITUENT EFFECTS ON CONROTATORY ELECTROCYCLIC REACTIONS OF CYCLOBUTENES [J].
KIRMSE, W ;
RONDAN, NG ;
HOUK, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (25) :7989-7991
[10]   GENERAL SYNTHETIC ENTRY TO HIGHLY-OXYGENATED, ANGULARLY-FUSED POLYCYCLIC AROMATIC-COMPOUNDS [J].
KOO, SH ;
LIEBESKIND, LS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (12) :3389-3404