Enantioselective formal total synthesis of roseophilin
Enantioselective formal total synthesis of roseophilin
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DOI：
10.1021/ol005750s
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发表时间：
2000-04-20
期刊：
影响因子：
5.2
通讯作者：
Hiemstra, H
中科院分区：
文献类型：
--
作者：
Bamford, SJ;Luker, T;Hiemstra, H
报道了一种对映选择性的亲玫瑰素3的全合成方法。大三环1的13元环通过双环4的有效闭环复分解反应形成。利用烯醇三氟甲磺酸酯5的钯催化的甲氧基羰基化反应来官能化双环2的右手环。烯丙基取代基通过α-溴酮17的自由基烯丙基化引入。
An enantioselective formal total synthesis of roseophilin 3 is presented. The 13-membered ring of macrotricycle 1 was formed via an efficient ring-closing metathesis reaction of bicycle 4. A palladium-catalyzed methoxycarbonylation reaction of enol triflate 5 was utilized to functionalize the right-hand ring of bicycle 2. The allyl substituent was introduced by a radical allylation of alpha-bromoketone 17.