Synthesis of a 2,9-dioxabicyclo[3.3.1]nonane via double intramolecular hetero-Michael addition: Entry to the F-G ring system of the azaspiracids
Synthesis of a 2,9-dioxabicyclo[3.3.1]nonane via double intramolecular hetero-Michael addition: Entry to the F-G ring system of the azaspiracids
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DOI：
10.1021/ol015556l
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发表时间：
2001-04-05
期刊：
影响因子：
5.2
通讯作者：
Forsyth, CJ
中科院分区：
文献类型：
--
作者：
Aiguade, J;Hao, JL;Forsyth, CJ
本文报道了一种合成氮杂螺酸类天然产物F环和G环（C_（28）~ C_（34））的1，3-二取代2，9-二氧杂双环[3.3.1]壬烷的有效方法。
An effective approach to form a 1,3-disubstituted 2,9-dioxabicyclo[3.3.1]nonane system representing the core of the F and G rings (C28-C34) of the azaspiracid natural products has been developed, The double intramolecular hetero-Michael addition (DIHMA) of a diol upon an ynone generated the bicyclic ketal in a highly diastereoselective fashion.