High-pressure selectivity studies - A simple route to a homochiral wistarin precursor
High-pressure selectivity studies - A simple route to a homochiral wistarin precursor
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DOI：
10.1002/chem.200204524
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发表时间：
2003-08-18
影响因子：
4.3
通讯作者：
Winterfeldt, E
中科院分区：
文献类型：
--
作者：
Knappwost-Gieseke, C;Nerenz, F;Winterfeldt, E
spirobutene 3在6.5 kbar下与纯手性环戊二烯1的环加成仅导致环加成物5。随后的Diels -桤木或Michael加成反应再次有利于环己烯酮双键;这种完美的化学-区域-和表面选择性用于短而有效的方法来获得wistarin骨架。
The cycloaddition of spirobutenolide 3 to the homochiral cyclopentadiene 1 at 6.5 kbar leads exclusively to cycloadduct 5. Subsequent Diels -Alder or Michael additions again favour the cyclohexenone double bond; this perfect chemo- regio- and face selectivity was employed for a short and efficient approach to the wistarin framework.