Total synthesis of (+)-lentiginosine via a key Au catalysis

Total synthesis of (+)-lentiginosine via a key Au catalysis
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DOI:
10.1007/s11426-010-0010-6
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发表时间:
2010-01-01
影响因子:
9.6
通讯作者:
Zhang LiMing
Zhang LiMing
中科院分区:
化学1区
文献类型:
--
作者:
Cui Li;Zhang LiMing

文献摘要

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以金催化氧化环化为关键步骤,实现了(+)-雀斑苷及其8a-差向异构体的全合成。先前在哌啶-4-酮的[4+2]合成中报道的金化学可耐受官能化结构,并且与多种保护策略兼容,尽管非对映选择性较低。
Total syntheses of (+)-lentiginosine and its 8a-epimer using a gold-catalyzed oxidative cyclization as the key step were realized. The gold chemistry, reported previously in a [4+2] synthesis of piperidin-4-ones, tolerates functionalized structures and is compatible with several protecting strategies albeit with low diastereoselectivities.