通过烯醇醚与邻醌甲基化物的[4 + 2]环加成反应实现色满螺缩酮的非对映选择性合成。
Diastereoselective syntheses of chroman spiroketals via [4 + 2] cycloaddition of enol ethers and o-quinone methides.
作者信息
Marsini Maurice A, Huang Yaodong, Lindsey Christopher C, Wu Kun-Liang, Pettus Thomas R R
机构信息
Department of Chemistry and Biochemistry, University of California at Santa Barbara Santa Barbara, California 93106-9510, USA.
出版信息
Org Lett. 2008 Apr 3;10(7):1477-80. doi: 10.1021/ol8003244. Epub 2008 Mar 13.
Abstract
A variety of chroman spiroketals are synthesized via inverse-demand [4 + 2] cycloaddition of enol ethers and ortho-quinone methides (o-QMs). Low temperature o-QM generation in situ allows for the kinetic, diastereoselective construction of these motifs, providing entry to a number of unusual chroman spiroketal natural products.
摘要
通过烯醇醚与邻醌甲基化物（o-QMs）的逆需求[4 + 2]环加成反应合成了多种色满螺缩酮。原位低温生成o-QM能够动力学地、非对映选择性地构建这些结构单元，为多种不寻常的色满螺缩酮天然产物提供了合成途径。
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