Tetrahedron

Silicon Tethered Alkenyl Transfer and Type I Ene Reactions

J Robertson, G O'Connor, CL Ringrose, DS Middleton

Index: Robertson, Jeremy; O'Connor, Garry; Ringrose, Caroline L.; Middleton, Donald S. Tetrahedron, 2000 , vol. 56, # 42 p. 8321 - 8333

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Citation Number: 9

Abstract

A range of vinyl silanes was prepared in order to investigate the possibility of effecting silicon tethered Type I ene cyclisations analogous to our previously reported Type II variant. Some of these substrates were found to undergo overall stereospecific alkenyl transfer via silacyclopentanol intermediates; in a homologous series, alkenyl transfer was accompanied by dehydration to provide 7-silylhepta-2, 4-dienes in moderate yield. Formal Type I ene ...

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