Palladium-catalyzed DYKAT of butadiene monoepoxide: Enantioselective total synthesis of (+)-DMDP, (-)-bulgecinine, and (+)-broussonetine G
Palladium-catalyzed DYKAT of butadiene monoepoxide: Enantioselective total synthesis of (+)-DMDP, (-)-bulgecinine, and (+)-broussonetine G
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DOI：
10.1002/chem.200600202
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发表时间：
2006-08-25
影响因子：
4.3
通讯作者：
Woltering, Michael J.
中科院分区：
文献类型：
--
作者：
Trost, Barry M.;Horne, Daniel B.;Woltering, Michael J.
钯催化的胺与两当量的一氧化丁二烯的不对称烯丙基烷基化反应允许有利地合成反式和顺式-2，5-二氢吡咯。此外，还首次全合成了一种有效的糖苷酶抑制剂（+）-broussonglycol G，并沿着对其相对和绝对立体构型进行了归属。
Palladium catalyzed asymmetric allylic alkylation reaction of an amine with two equivalents of butadiene monoxide allows for the expedient synthesis of trans- and cis-2,5-dihydropyrroles. The versatility of these chiral synthons towards the synthesis of a wide variety of iminosugar natural products was demonstrated the with In addition, the first total synthesis of (+)-broussonetine G, a potent glycosidase inhibitor, is described along with the assignment of its relative and absolute stereochemical configuration.