Intramolecular Diels-Alder/Tsuji allylation assembly of the functionalized trans-decalin of salvinorin A
Intramolecular Diels-Alder/Tsuji allylation assembly of the functionalized trans-decalin of salvinorin A
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DOI：
10.1021/ol7024058
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发表时间：
2008-01-03
期刊：
影响因子：
5.2
通讯作者：
Forsyth, Craig J.
中科院分区：
文献类型：
--
作者：
Burns, Aaron C.;Forsyth, Craig J.
报道了丹参素A的高官能化反十氢林核(2)的对映选择性合成方法。以已知的L-(+)-酒石酸衍生物为原料，经六步反应合成了四烯4。通过分子内Diels-Alder/Tsuji烯丙基化序列不对称地建立了三个连续的立体中心，其中两个是四元立体中心。
An enantioselective synthesis of the highly functionalized trans-decalin core (2) of salvinorin A is described. The tetraene 4 was synthesized in six steps from a known L-(+)-tartaric acid derivative. Three contiguous stereocenters, two of them quaternary, on the trans-decalin were established asymmetrically by an intramolecular Diels-Alder/Tsuji allylation sequence.