Synthetic approaches and total synthesis of natural zoapatanol

Synthetic approaches and total synthesis of natural zoapatanol
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DOI:
10.1021/jo048115z
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发表时间:
2005-03-18
影响因子:
3.6
通讯作者:
Cossy, J
Cossy, J
中科院分区:
化学2区
文献类型:
--
作者:
Taillier, C;Gille, B;Cossy, J

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[图表]利用分子内Horner-Wadsworth-Emmons烯化和对映选择性Sharpless二羟基化作为关键步骤,实现了(+)-zoapatanol的全合成。通过对不饱和烯醇醚进行闭环复分解反应,得到了一种高级氧杂环庚烯中间体。
[GRAPHICS]The total synthesis of (+)-zoapatanol utilizing an intramolecular Horner-Wadsworth-Emmons olefination and an enantioselective Sharpless dihydroxylation as the key steps has been achieved. An advanced oxepene intermediate has been obtained by applying a ring-closing metathesis to an unsaturated enol ether.