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2005
Oxazine derivatives
R 0595
Enantioselective Addition of Nitrones to Activated Cyclopropanes. — A highly
cycloaddition of nitrones to activated cyclopropanes proceeds in chiral
37- 159 enantioselective
Lewis acid system. The reactions afford high yields with complete regioselectivity. The
enantioselectivity is very high (89—99% e.e.) except for nitrones derived from cinnamyl aldehyde and furfural. For monosubstituted cyclopropanes, trans/cis mixtures
with low diastereoselectivity but high enantioselectivity for both diastereomers, are obtained. — (SIBI*, M. P.; MA, Z.; JASPERSE, C. P.; J. Am. Chem. Soc. 127 (2005) 16,
5764-5765; Dep. Chem., N. Dak. State Univ., Fargo, ND 58105, USA; Eng.) —
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