Palladium-Catalyzed Stereoselective Construction of 1,3-Stereocenters Displaying Axial and Central Chirality via Asymmetric Alkylations

被引：1
|
作者：
Xue, Aiqi [1 ]
Wei, Xingfu [1 ]
Huang, Yue [1 ]
Qu, Jingping [1 ]
Wang, Baomin [1 ]
机构：
[1] Dalian Univ Technol, Sch Chem Engn, Dept Pharmaceut Sci, State Key Lab Fine Chem, 2 Linggong Rd, Dalian 116024, Peoples R China
来源：
MOLECULES | 2023年 / 28卷 / 07期
关键词：
Pd-catalysis; 1; 3-stereocenters; axial and central chirality; asymmetric alkylation; ENANTIOSELECTIVE SYNTHESIS; ALLENES; GUANIDINES; ALLENOATES;
D O I：
10.3390/molecules28072927
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The concurrent construction of 1,3-stereocenters remains a challenge. Herein, we report the development of stereoselective union of a point chiral center with allenyl axial chirality in 1,3-position by Pd-catalyzed asymmetric allenylic alkylation between racemic allenyl carbonates and indanone-derived beta-ketoesters. Various target products bearing a broad range of functional groups were afforded in high yield (up to 99%) with excellent enantioselectivities (up to 98% ee) and good diastereoselectivities (up to 13:1 dr).
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页数：15
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