کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5227133 | 1383597 | 2009 | 10 صفحه PDF | دانلود رایگان |
Rhodium(II)-catalyzed reactions of aryldiazoacetates with electron rich 1,1-disubstituted and trisubstituted alkenes were systematically studied. The regio-, diastereo- and enantioselectivity of the chemistry was profoundly influenced by the nature of the substrates and the catalyst. Conditions were developed for either selective cyclopropanation or C–H insertion. Both reactions can be achieved with high diastereo- and enantioselectivity (for C–H insertion: >90% de, up to 96% ee, for cyclopropanation: >94% de, up to 95% ee). For the 1,1-disubstituted vinyl ethers, cyclopropanation occurs with variable diastereoselectivity but in optimized systems the cyclopropane is formed in >94% de and up to 98% ee.
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Journal: Tetrahedron - Volume 65, Issue 16, 18 April 2009, Pages 3052–3061