THE SYNTHESIS OF BRIDGED-RING CARBOCYCLES AND HETEROCYCLES VIA PALLADIUM CATALYZED REGIOSPECIFIC CYCLIZATION REACTIONS

被引：60

作者：

GRIGG, R ^{[1
]}

SANTHAKUMAR, V ^{[1
]}

SRIDHARAN, V ^{[1
]}

STEVENSON, P ^{[1
]}

TEASDALE, A ^{[1
]}

THORNTONPETT, M ^{[1
]}

WORAKUN, T ^{[1
]}

机构：

[1] QUEENS UNIV BELFAST,DEPT CHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND

来源：

TETRAHEDRON | 1991年 / 47卷 / 46期

关键词：

PALLADIUM CATALYSIS; BRIDGED-RING CYCLIZATION;

D O I：

10.1016/S0040-4020(01)91034-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalyst system comprising 10 mol % (Pd(OAc) and 20 mol % PPh3 effects the cyclisation of aryl halides onto proximate alkenes via 5-, 6-, and 7-exo-trig, and 7-endo-trig processes giving a variety of bridged-ring carbo- and hetero-cycles in excellent yield. Double bond isomerisation in the product is rarely encountered and may be suppressed by the addition of Tl(1) salts. One example of diastereospecific bis-cyclisation is given and the crystal structure of 1-aza-2-sulphonyl-3,4-benzobicyclo[3.2.1]nona-6-ene is reported.

引用

页码：9703 / 9720

页数：18

共 41 条

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