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[摘要]：Silaaziridines with an aryl group on either the carbon or the nitrogen atom undergo dearomatization reactions upon treatment with benzaldehyde, yielding compds. I and II. Reaction of 2,2-di-tert-butyl-3-isopropyl-1-p-tolyl-2-silaaziridine (1) with PhCHO gave the compd. I (2, R = iPr), as the sole product. The same reaction of 2,2-di-tert-butyl-3-phenyl-1-p-tolyl-2-silaaziridine (6) with PhCHO gave bicycle II (7; 63%, Ar = p-tolyl) and trans-2,2-di-tert-butyl-4,5-dihydro-4,5-diphenyl-3-p-tolyl-3H-1,3,2-oxaza silole (8; 37%). The reactions form new bonds ortho to the nitrogen substituents with high diastereoselectivity. These dearomatization processes likely are driven by relief of the considerable ring strain of the silaaziridine. |
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