Ring-opening reactions of methylenecyclopropanes promoted by metal halides

被引:72
作者
Xu, B [1 ]
Shi, M [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
D O I
10.1021/ol034142k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
graphic The methylenecyclopropanes (MCPs) react with various metal chlorides or bromides to give the corresponding homoallylic chlorides or bromides in good yields.
引用
收藏
页码:1415 / 1418
页数:4
相关论文
共 27 条
[1]   Synthesis of mono-, di-, and trisilyl-substituted alkenes via the hydrosilylation of methylenecyclopropanes catalyzed by Rh(I) complexes [J].
Bessmertnykh, AG ;
Blinov, KA ;
Grishin, YK ;
Donskaya, NA ;
Tveritinova, EV ;
Yureva, NM ;
Beletskaya, IP .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (17) :6069-6076
[2]  
BINGER P, 1984, CHEM BER, V114, P3325
[3]   Synthesis of methylene- and alkylidenecyclopropane derivatives [J].
Brandi, A ;
Goti, A .
CHEMICAL REVIEWS, 1998, 98 (02) :589-635
[4]  
Camacho DH, 1999, ANGEW CHEM INT EDIT, V38, P3365, DOI 10.1002/(SICI)1521-3773(19991115)38:22<3365::AID-ANIE3365>3.0.CO
[5]  
2-5
[6]   Palladium-catalyzed addition of alcohol pronucleophiles to alkylidenecyclopropanes [J].
Camacho, DH ;
Nakamura, I ;
Saito, S ;
Yamamoto, Y .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (01) :270-275
[7]   CARBONIUM ION-SILANE HYDRIDE TRANSFER REACTIONS .3. CYCLOPROPYLMETHYL CATIONS [J].
CAREY, FA ;
TREMPER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (11) :2967-&
[8]   ME3SICN .7. PALLADIUM-CATALYZED AND NICKEL-CATALYZED REACTION OF METHYLENECYCLOPROPANES WITH TRIMETHYLSILYL CYANIDE [J].
CHATANI, N ;
TAKEYASU, T ;
HANAFUSA, T .
TETRAHEDRON LETTERS, 1988, 29 (32) :3979-3982
[9]   TiCl4-n-Bu4NX (X = I, Br, and Cl) combination-induced coupling of α,β-unsaturated ketones with aldehydes [J].
Han, ZF ;
Uehira, S ;
Shinokubo, H ;
Oshima, K .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (23) :7854-7857
[10]   REACTION OF METHYLENECYCLOPROPANES WITH CARBON-DIOXIDE CATALYZED BY PALLADIUM(0) COMPLEXES - SYNTHESIS OF 5-MEMBERED LACTONES [J].
INOUE, Y ;
HIBI, T ;
SATAKE, M ;
HASHIMOTO, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (22) :982-982