InCl3 催化的 1,2-环丙基糖与醛的高非对映选择性[3 + 2]环加成反应：取代的双四氢呋喃和全氢呋喃[2,3-b]吡喃的直接合成。
InCl3 catalyzed highly diastereoselective [3 + 2] cycloaddition of 1,2-cyclopropanated sugars with aldehydes: a straightforward synthesis of persubstituted bis-tetrahydrofurans and perhydrofuro[2,3-b]pyrans.
机构信息
Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences , Chengdu, 610041, China, and University of Chinese Academy of Sciences , China.
出版信息
Org Lett. 2013 Oct 18;15(20):5170-3. doi: 10.1021/ol402192f. Epub 2013 Oct 4.
PMID:24093645
Abstract
A mild and efficient strategy for the construction of persubstituted bis-tetrahydrofuran and perhydrofuro[2,3-b]pyran derivatives has been developed. Persubstituted cyclization products were obtained in good to excellent yields. The [3 + 2] cycloaddition of 1,2-cyclopropanated sugars with aldehydes in the presence of InCl3 is highly diastereoselective.
摘要
一种温和、高效的构建取代双四氢呋喃和全氢呋喃并[2,3-b]吡喃衍生物的策略已经被开发出来。取代环化产物的产率良好到优秀。在 InCl3 的存在下，1,2-环丙基化糖与醛的[3+2]环加成具有高度的非对映选择性。
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