Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones

被引:21
作者
Brown, Ronald W. [1 ,2 ]
Zamani, Farzad [1 ,2 ]
Gardiner, Michael G. [3 ]
Yu, Haibo [1 ,2 ]
Pyne, Stephen G. [1 ,2 ]
Hyland, Christopher J. T. [1 ,2 ]
机构
[1] Univ Wollongong, Sch Chem & Mol Biosci, Wollongong, NSW 2522, Australia
[2] Univ Wollongong, Mol Horizons Res Inst, Wollongong, NSW 2522, Australia
[3] Australian Natl Univ, Res Sch Chem, Canberra, ACT 2601, Australia
基金
澳大利亚研究理事会;
关键词
DIELS-ALDER REACTION; ORGANOBORONIC ACIDS; ARYLBORONIC ACID; STEREOSELECTIVE ADDITION; ASYMMETRIC-SYNTHESIS; SUZUKI REACTIONS; BORONIC ACIDS; PALLADIUM; ALLENES; AZIRIDINES;
D O I
10.1039/c9sc03215k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The divergent reactivity of 5-allenyloxazolidinones has been explored. This novel building block undergoes Pd(0)-catalyzed cross-coupling with boronic acids to form a wide range of chiral 1,3-dienes and pharmaceutically useful vinyloxazolidinones, the chemoselectivity being tightly controlled by a simple switch in additive.
引用
收藏
页码:9051 / 9056
页数:6
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