Stereoselective Cyclotrimerization of Enantiopure Iodonorbornenes Catalyzed by Pd Nanoclusters for C3 or C3v Symmetric syn-Tris(norborneno)benzenes

被引：30

作者：

Higashibayashi, Shuhei ^{[1
]}

Reza, A. F. G. Masud ^{[1
]}

Sakurai, Hidehiro ^{[1
,2
]}

机构：

[1] Inst Mol Sci, Res Ctr Mol Scale Nanosci, Okazaki, Aichi 4448787, Japan

[2] Japan Sci & Technol Agcy, PRESTO, Tokyo 1020075, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 13期

关键词：

REGIOSELECTIVE CYCLOTRIMERIZATION; SYN; ENCAPSULATION; BROMOSTANNYLALKENES; BENZOCYCLOTRIMER; COORDINATION; GUESTS;

D O I：

10.1021/jo100710h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-3 or C-3v symmetric enantiopure syn-tris(norborneno)benzenes with various functional groups were synthesized through Pd-catalyzed cyclotrimerization of enantiopure iodonorbornenes. The generality of Pd-catalyzed cyclotrimerization for syn-tris(norborneno)benzenes were well-demonstrated.

引用

页码：4626 / 4628

页数：3

共 36 条

[31] Supramolecular catalysis at work: Diastereoselective synthesis of a molecular bowl with dynamic inner space [J].

Yan, Zhiqing ;

McCracken, Troy ;

Xia, Shijing ;

Maslak, Veselin ;

Gallucci, Judith ;

Hadad, Christopher M. ;

Badjic, Jovica D. .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (02) :355-363

[32] Silver(I) mediated folding of a molecular basket [J].

Yan, Zhiqing ;

Xia, Shijing ;

Gardlik, Matthew ;

Seo, Wanji ;

Maslak, Veselin ;

Gallucci, Judith ;

Hadad, Christopher M. ;

Badjic, Jovica D. .

ORGANIC LETTERS, 2007, 9 (12) :2301-2304

[33] Heck self-condensation of polycyclic haloalkenes:: the case of (1R)-2-iodobornene [J].

Zambrini, L ;

Fabris, F ;

De Lucchi, O ;

Gardenal, G ;

Visentin, F ;

Canovese, L .

TETRAHEDRON, 2001, 57 (41) :8719-8724

[34] The pyrrole approach toward the synthesis of fully functionalized cup-shaped molecules [J].

Zonta, C ;

Fabris, F ;

De Lucchi, O .

ORGANIC LETTERS, 2005, 7 (06) :1003-1006

[35]

Zonta C, 2000, EUR J ORG CHEM, V2000, P1965

[36] Stereochemistry of the cyclotrimerisation of enantiopure polycyclic bromostannylalkenes: Mechanistic considerations on the coupling of alkenyl stannanes by copper(II) nitrate [J].

Zonta, C ;

Cossu, S ;

Peluso, P ;

De Lucchi, O .

TETRAHEDRON LETTERS, 1999, 40 (46) :8185-8188

← 1 2 3 4 →