Tandem reactions with chiral enolates: preparation of allylic alcohols via trapping with vinyl oxiranes.
Tandem reactions with chiral enolates: preparation of allylic alcohols via trapping with vinyl oxiranes.
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DOI：
10.1021/ol9027682
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发表时间：
2010-01
期刊：
影响因子：
5.2
通讯作者：
M. Welker;S. Woodward;A. Alexakis*
中科院分区：
文献类型：
--
作者：
M. Welker;S. Woodward;A. Alexakis*
环烯酮上的不对称共轭加成反应生成的锌和铝的烯醇酸盐实现了环氧乙烷的开环反应。这种新的串联方法以中等到良好的产率提供了加合物，对映体选择性高达98%，以及中等到良好的顺式/反式选择性。这为制备复杂的双环化合物提供了潜在的有用的合成底物。
An opening of vinyl oxiranes has been accomplished with Zn and Al enolates resulting from asymmetric conjugate addition reactions on cyclic enones. This novel tandem procedure affords the adducts in moderate to good yields, enantioselectivities up to 98%, and moderate to good cis/trans selectivities. This provides potentially useful synthetic substrates to prepare complex bicyclic compounds.