氯化金（III）催化的6-氧杂-迈克尔加成反应用于非对映选择性合成稠合四氢吡喃酮
Gold (III) Chloride-Catalyzed 6-- Oxa-Michael Addition Reactions for Diastereoselective Synthesis of Fused Tetrahydropyranones.
作者信息
Ciesielski Jennifer, Lebœuf David, Stern Harry A, Frontier Alison J
机构信息
Department of Chemistry, University of Rochester, Rochester, NY 14627, USA.
出版信息
Adv Synth Catal. 2013 Jul 8;355(10):2077-2082. doi: 10.1002/adsc.201300265.
Abstract
Alkynones were treated with boron trifluoride diethyl etherate to generate β-iodoallenolates, which underwent intramolecular aldol reactions to produce cycloalkenyl alcohols. Diastereoselective oxa-Michael ring closure could then be induced by treatment with a catalytic amount of gold(III) chloride, affording highly functionalized tetrahydropyran-containing ring systems.
摘要
炔酮与三氟化硼二乙醚反应生成β-碘代烯醇盐，后者发生分子内羟醛反应生成环烯基醇。然后，用催化量的氯化金（III）处理可引发非对映选择性氧杂-迈克尔环化反应，得到高度官能化的含四氢吡喃的环系。
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