EXTENDED STEREOCONTROL IN SILYL GROUP-TRANSFER CYCLIZATIONS - CONTROL OF 4 CONTIGUOUS CHIRAL CENTERS
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abstract
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 SnCl 2 -trityl chloride mediated reactions. Good simple diastereo-selectivity was observed in reactions initiated by prochiral silyl enolates.