通过硼酸催化的吡喃环环化反应全合成7-和8-氧化吡喃并[3,2-a]咔唑及吡喃并[2,3-a]咔唑生物碱
Total synthesis of 7- and 8-oxygenated pyrano[3,2-a]carbazole and pyrano[2,3-a]carbazole alkaloids via boronic acid-catalyzed annulation of the pyran ring.
作者信息
Julich-Gruner Konstanze K, Kataeva Olga, Schmidt Arndt W, Knölker Hans-Joachim
机构信息
Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden (Germany), Fax: (+49) 351-463-37030.
出版信息
Chemistry. 2014 Jul 7;20(28):8536-40. doi: 10.1002/chem.201403143. Epub 2014 May 30.
PMID:24889600
Abstract
The boronic acid-catalyzed annulation of citral opens up a short route to oxygenated cyclized monoterpenoid pyranocarbazole alkaloids. Thus, murrayamine-D is available in only three steps and 55% overall yield from the corresponding carbazole precursor.
摘要
硼酸催化的柠檬醛环化反应为含氧环化单萜吡喃咔唑生物碱开辟了一条简短的合成路线。因此，从相应的咔唑前体出发，仅需三步即可制得默里胺-D，总收率为55%。
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