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Synthesis 1994; 1994(9): 979-982
DOI: 10.1055/s-1994-25618
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Extended Stereocontrol in Silyl Group-Transfer Cyclizations: Control of Four Contiguous Chiral Centers

Peter G. Klimko* , Daniel A. Singleton
  • *Department of Chemistry, Texas A & M University, College Station, Texas 77843-3255, USA
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Publication Date:
17 September 2002 (online)

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The potential for extended stereocontrol in silyl group-transfer cyclizations was explored in model studies which formed four contiguous chiral centers. The diastereofacial selectivity for the reaction of cyclized intermediates was outstanding for both fluoride and SnCl2 trityl chloride mediated reactions. Good simple diastereoselectivity was observed in reactions initiated by prochiral silyl enolates.

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