The synthesis of bridged-ring carbo-and hetero-cycles via palladium catalysed regiospecific cyclisation reactions

…, P Stevenson, A Teasdale, M Thornton-Pett…

Index: Grigg; Santhakumar; Sridharan; Stevenson; Teasdale; Thornton-Pett; Worakun Tetrahedron, 1991 , vol. 47, # 46 p. 9703 - 9720

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Citation Number: 48

Abstract

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 rarley encountered and may be suppressed by the addition of Tl (1) salts. One example of diastereospecific bis-cyclisation is given and the crystal ...