ON THE REACTIVITY OF SILAETHENE ME2SI=C(SIME3)2 - STEREOSPECIFICITY OF DIELS-ALDER REACTIONS WITH HEXADIENES

被引:11
作者
WIBERG, N
FISCHER, G
WAGNER, S
机构
[1] Institut Für Anorganische Chemie, Universität München, München, D-8000
关键词
SILAETHENE; DIELS-ALDER REACTION;
D O I
10.1002/cber.19911240416
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[4 + 2] Cycloaddition of trans,trans- and cis,trans-2,4-hexadiene to silaethene Me2Si = C(SiMe3)2 (1) takes place stereo-specifically in one step with formation of 3 and 4, respectively. In addition, both reactions lead to ene products 5, 6.
引用
收藏
页码:769 / 771
页数:3
相关论文
共 50 条
[31]   Synthesis of pyrido[2-3-b]indole derivatives via Diels-Alder reactions of 2-and 3-vinylpyrrolo[2,3-b]pyridines [J].
Joseph, B ;
Da Costa, H ;
Mérour, JY ;
Léonce, S .
TETRAHEDRON, 2000, 56 (20) :3189-3196
[32]   A theoretical study of intramolecular Diels-Alder reactions, diene-(CH2)n-dienophile (n=1, 2, 3 and 4) [J].
Vijaya, R ;
Sastry, GN .
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2002, 618 (03) :201-208
[33]   Stereoselectivity in intramolecular Diels-Alder reactions of 2,4-pentadienyl butadienamides in the "Remote Stereocontrol Group" approach [J].
Patleeva, A. Z. ;
Enchev, D. D. ;
Neykov, G. D. .
BULGARIAN CHEMICAL COMMUNICATIONS, 2014, 46 :220-227
[34]   C2-symmetric bisamidines:: Chiral Bronsted bases catalysing the Diels-Alder reaction of anthrones [J].
Akalay, Deniz ;
Duerner, Gerd ;
Bats, Jan W. ;
Goebel, Michael W. .
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2008, 4
[35]   Preparation of a stable germaethene Ge=C .2. Production, reactivity and thermal stabilization of germaethene Me(2)Ge=C(GeMe(3))(SiMe(t)Bu(2)) [J].
Wiberg, N ;
HwangPark, HS .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 519 (1-2) :107-113
[36]   Enantioselective Diels-Alder reactions catalyzed by chiral 1,1′-(2,2′-bisacylamino)binaphthalene-ytterbium complex [J].
Nishida, A ;
Yamanaka, M ;
Nakagawa, M .
TETRAHEDRON LETTERS, 1999, 40 (08) :1555-1558
[37]   Diels-Alder and Retro-Diels-Alder Cycloadditions of (1,2,3,4,5-Pentamethyl)cyclopentadiene to La@C2v-C82: Regioselectivity and Product Stability (vol 19, pg 4468, 2013) [J].
Garcia-Borras, M. ;
Luis, J. M. ;
Swart, M. ;
Sola, M. .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (30) :9739-9739
[38]   DIELS-ALDER REACTION OF 2-(CYCLIC AMINO)-SUBSTITUTED 3-FURANCARBONITRILES WITH MALEIMIDES TO PHTHALIMIDES [J].
Maruoka, Hiroshi ;
Okabe, Fumi ;
Koutake, Yoshimichi ;
Fujioka, Toshihiro ;
Yamagata, Kenji .
HETEROCYCLES, 2009, 77 (01) :617-628
[39]   CONJUGATED NITROALKENES IN CYCLOADDITION REACTIONS. PART 2. DIELS-ALDER REACTIONS OF E-2-ARYL-1-CYANO-1-NITROETHENES WITH CYCLOPENTADIENE [J].
Jasinski, Radomir ;
Rzyman, Michal ;
Baranski, Andrzej .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2010, 75 (09) :919-929
[40]   A computational study of the Diels-Alder reactions between 2,3-dibromo-1,3-butadiene and maleic anhydride [J].
Rivero, Uxia ;
Meuwly, Markus ;
Willitsch, Stefan .
CHEMICAL PHYSICS LETTERS, 2017, 683 :598-605