Catalytic Asymmetric Total Synthesis of Hedyosumins A, B, and C
Catalytic Asymmetric Total Synthesis of Hedyosumins A, B, and C
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Hedyosumins A、B 和 C 的催化不对称全合成
DOI：
10.1021/acs.orglett.6b00150
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发表时间：
2016-03-18
期刊：
影响因子：
5.2
通讯作者：
Lin, Guo-Qiang
中科院分区：
文献类型：
--
作者：
Sun, Wang-Bin;Wang, Xuan;Lin, Guo-Qiang
The first and asymmetric total synthesis of hedyosumins A, B, and C was accomplished in 13-14 steps from simple starting materials. The essential tools that allow us to access the tetracyclic skeleton include an organocatalytic [4 + 3] cycloaddition reaction, an intramolecular aldol condensation, and an intramolecular carboxymercuration/demercuration enabled lactonization. A CBS-catalyzed asymmetric reduction was employed to boost the ee of the synthetic natural products to an excellent level. This synthesis established the absolute configurations of hedyosumins A, B, and C.
