Ring-opening/ring-closing metathesis (RORCM) reactions of 7-azanorbornene derivatives. An entry into perhydroindolines

被引:47
作者
Liu, ZQ [1 ]
Rainier, JD [1 ]
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
关键词
D O I
10.1021/ol052741g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] 7-Azanorbornenes undergo ring-opening/ring-closing metathesis upon treatment with the second-generation Grubbs catalyst to give hexahydroindoline derivatives.
引用
收藏
页码:459 / 462
页数:4
相关论文
共 54 条
[1]   Zr-catalyzed kinetic resolution of aliphatic cyclic allylic ethers. Carbocycles to heterocycles by Ru- and Mo-catalyzed ring-opening and ring-closing metathesis [J].
Adams, JA ;
Ford, JG ;
Stamatos, PJ ;
Hoveyda, AH .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (26) :9690-9696
[2]  
Arjona O, 2003, EUR J ORG CHEM, V2003, P611
[3]   Domino metathesis of 2-azanorbornenones:: A new strategy for the enatioselective synthesis of 1-azabicyclic compounds [J].
Arjona, O ;
Csáky, AG ;
Medel, R ;
Plumet, J .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (04) :1380-1383
[4]   The metathesis reactions: from a historical perspective to recent developments [J].
Astruc, D .
NEW JOURNAL OF CHEMISTRY, 2005, 29 (01) :42-56
[5]   OXIDATION OF ALPHA,BETA-UNSATURATED ALDEHYDES [J].
BAL, BS ;
CHILDERS, WE ;
PINNICK, HW .
TETRAHEDRON, 1981, 37 (11) :2091-2096
[6]   Totally atom economical tandem-metathesis and Diels-Alder approach to polycyclic compounds [J].
Banti, D ;
North, M .
TETRAHEDRON LETTERS, 2002, 43 (08) :1561-1564
[7]   Ring-closing metathesis as a construct for the synthesis of polycyclic alkaloids [J].
Brenneman, JB ;
Martin, SF .
CURRENT ORGANIC CHEMISTRY, 2005, 9 (15) :1535-1549
[8]   Synthesis of a C(22)-C(34) halichondrin B precursor via ring opening double ring closing metathesis [J].
Burke, SD ;
Quinn, KJ ;
Chen, VJ .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (24) :8626-8627
[9]   A new approach to (-)-swainsonine by ruthenium-catalyzed ring rearrangement [J].
Buschmann, N ;
Rückert, A ;
Blechert, S .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12) :4325-4329
[10]   Dysinosins B-D, inhibitors of factor VIIa and thrombin from the Australian sponge Lamellodysidea chlorea [J].
Carroll, AR ;
Buchanan, MS ;
Edser, A ;
Hyde, E ;
Simpson, M ;
Quinn, RJ .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (08) :1291-1294