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Highly Enantioselective and Diastereoselective Cycloaddition of Cyclopropanes with Nitrones and Its Application in the Kinetic Resolution of 2‐Substituted Cyclopropane‐1,1‐dicarboxylates

2007; Wiley; Volume: 46; Issue: 21 Linguagem: Inglês

10.1002/anie.200604645

1521-3773

Yan‐Biao Kang, Xiu‐Li Sun, Yong Tang,

Asymmetric Synthesis and Catalysis

The multitalented catalyst 1/Ni(ClO4)2 mediates both title processes (see scheme). Together the efficient asymmetric cycloaddition and a kinetic resolution/cycloaddition provide access to both enantiomers of tetrahydro-1,2-oxazines. DME=1,2-dimethoxyethane; R1=aryl, vinyl; R2=Et, Me, benzyl; R3=Me, Ph; R4=aryl, styryl. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z604645_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.