芳基硼酸催化的未保护肟的 -烯丙基化反应：-Me-鸦片罂粟碱的全合成。
Arylboronic Acid-Catalyzed -Allylation of Unprotected Oximes: Total Synthesis of -Me-Euphococcine.
机构信息
Department of Chemistry, Rice University, 6500 Main Street, Houston, Texas 77030, United States.
Life and Health Sciences Department, The University of North Texas at Dallas, 7400 University Hills Boulevard, Dallas, Texas 75241, United States.
出版信息
Org Lett. 2020 Mar 20;22(6):2486-2489. doi: 10.1021/acs.orglett.0c00727. Epub 2020 Mar 11.
PMID:32159964
Abstract
-Unprotected keto- and aldoximes are readily -allylated with allyl diisopropyl boronate in the presence of arylboronic acid catalysts to yield highly substituted -α-secondary and tertiary homoallylic hydroxylamines. The method was used in the total synthesis of the trace alkaloid -Me-Euphococcine.
摘要
未保护的酮肟和醛肟在芳基硼酸催化剂的存在下，很容易与烯丙基二异丙基硼烷进行烯丙基化反应，生成高度取代的 -α- 仲和叔同型丙烯基羟胺。该方法用于痕量生物碱 -Me-Euphococcine 的全合成。
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