Synthesis of a Common Cyclopentanoid Building Block for the Total Synthesis of Jatropha-5,12- and -6(17),11-dienes by Uncatalyzed Intramolecular Carbonyl Ene (ICE) Reaction

Synthesis of a Common Cyclopentanoid Building Block for the Total Synthesis of Jatropha-5,12- and -6(17),11-dienes by Uncatalyzed Intramolecular Carbonyl Ene (ICE) Reaction
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DOI:
10.1055/s-0034-1378896
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发表时间:
2014-08
期刊:
Synthesis
影响因子:
--
通讯作者:
L. Butt;M. Hiersemann
L. Butt;M. Hiersemann
中科院分区:
其他
文献类型:
--
作者:
L. Butt;M. Hiersemann

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摘要报道了一种常见的15-羟基麻疯树-5,12-和-6(17),11-二烯的环戊烷构筑块的可规模化合成。合成的关键是ε,ζ-不饱和α-酮酯的非催化分子内羰基反应。
Abstract We report the scalable synthesis of a common cyclopentanoid building block for 15-hydroxyjatropha-5,12- and -6(17),11-dienes in 11 steps. Key to the synthesis is an uncatalyzed intramolecular carbonyl ene (ICE) reaction of an ε,ζ-unsaturated α-keto ester.