化学
铑
异构化
动力学分辨率
配体(生物化学)
催化作用
对映选择合成
二烯
光学活性
组合化学
立体化学
有机化学
受体
生物化学
天然橡胶
作者
Xiaosa Lu,Jie Zhu,Yinhua Huang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2022-11-30
卷期号:24 (48): 8816-8820
被引量:2
标识
DOI:10.1021/acs.orglett.2c03551
摘要
A rhodium-catalyzed highly enantio- and diastereoselective alkenylation of β,γ-unsaturated butenolides is reported. The use of a chiral diene ligand, (S,S)-Ph-bod, enables the facile synthesis of chiral butyrolactones in high yields with extremely high enantioselectivities (>99% ee in all cases) and high diastereoselectivities (up to >20:1 dr). The key process of the reaction involves the isomerization of β,γ-unsaturated butenolides to racemic α,β-unsaturated butenolides and the subsequent dynamic kinetic resolution through ligand-controlled, enantioselective alkenylation with an alkenylrhodium species that is generated in situ via 1,4-rhodium migration.
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