Reagent-controlled diastereoselectivity in aziridination of alkenes by chiral 3-acetoxyamino-3, 4-dihydroquinazolin-4-ones: 1′-(t-butyldimethylsilyloxy) ethyl as the …
RS Atkinson, MP Coogan, IST Lochrie
Index: Atkinson, Robert S.; Coogan, Michael P.; Lochrie, Ian S. T. Tetrahedron Letters, 1996 , vol. 37, # 29 p. 5179 - 5182
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Citation Number: 19
Abstract
Conformational preferences within the tBuMe2SiOCH (Me) C N unit in 3- acetoxyaminoquinazolinone 3 lead to well defined site preferences for H, Me and OSiMe2tBu in the transition state for, and hence high diastereoselectivity in, its reaction with β-trimethylsilylstyrene 4 to give aziridine 5.
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