Tetrahedron Letters p. 5113 - 5116 (1998)
Update date:2022-08-16
Topics:
Atkinson, Robert S.
Claxton, Thomas A.
Lochrie, Ian S. T.
Ulukanli, Sabri
In aziridinations of β-substituted styrenes (4), (5) and (6) with the enantiopure 3-acetoxy-aminoquinazolinone (1), diastereoselectivity (dr) increases from 5:1 (for (9) to 10:1 (for 10) for ~20:1 (for (11)): changes in transition state geometry which account for this increase are rationalised using Frontier Orbital Theory.
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