Enantioselective total synthesis of lycopodine.

Enantioselective total synthesis of lycopodine.
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DOI:
10.1021/ja803613w
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发表时间:
2008-06
影响因子:
15
通讯作者:
Hua Yang;R. Carter;L. Zakharov
Hua Yang;R. Carter;L. Zakharov
中科院分区:
化学1区
文献类型:
--
作者:
Hua Yang;R. Carter;L. Zakharov

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首次完成了石松定的对映选择性全合成。关键步骤包括酮砜的高度非对映选择性有机催化环化以建立关键的C7和C8立体中心和串联的1,3-磺酰基移位/分子内曼尼希环化以形成三环核心。
The first enantioselective total synthesis of lycopodine has been completed. Key steps include a highly diastereoselective organocatalyzed cyclization of a keto sulfone to establish the key C7 and C8 stereocenters and a tandem 1,3-sulfonyl shift/intramolecular Mannich cyclization to form the tricyclic core.