Catalytic asymmetric addition of carbon dioxide to propylene oxide with unprecedented enantioselectivity

被引：123

作者：

Berkessel, Albrecht ^{[1
]}

Brandenburg, Marc ^{[1
]}

机构：

[1] Univ Cologne, Inst Organ Chem, D-50939 Cologne, Germany

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 20期

关键词：

D O I：

10.1021/ol061501d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New chiral catalyst systems were developed for the reaction of carbon dioxide with propylene oxide (PO) at atmospheric pressure to generate enantiomerically enriched propylene carbonate (PC). The best selectivity was achieved with a Co-III(salen)-trifluoroacetyl complex and bis-(triphenylphosphoranylidene) ammonium fluoride (PPN+F-) as catalysts, affording PC in 40% yield and 83% ee (selectivity factor = 19). In addition, PC was prepared for the first time by kinetic resolution of PO with tetrabutylammonium methyl carbonate (TBAMC, nBu(4)N(+-) OOCOMe). With TBAMC as "activated CO2", up to 71% ee was obtained.

引用

页码：4401 / 4404

页数：4

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