Article ID Journal Published Year Pages File Type
5269570 Tetrahedron Letters 2011 4 Pages PDF
Abstract

The first successful example of a catalytic asymmetric cyclopropanation with α-diazopropionates is described. The cyclopropanation reaction of 1-aryl-substituted and related conjugated alkenes with tert-butyl α-diazopropionate has been achieved by catalysis with dirhodium(II) tetrakis[N-tetrabromophthaloyl-(S)-tert-leucinate], Rh2(S-TBPTTL)4, providing the corresponding cyclopropane products containing a quarternary stereogenic center in good to high yields and with high diastereo- and enantioselectivities (trans:cis = 90:10 to >99:1, 81-93% ee).

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Physical Sciences and Engineering Chemistry Organic Chemistry
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