Enantiopure β-hydroxy morpholine amides from terminal epoxides by carbonylation at 1 atm

被引:46
作者
Goodman, SN [1 ]
Jacobsen, EN [1 ]
机构
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
关键词
amides; carbonylation; cobalt; epoxides; homogeneous catalysis;
D O I
10.1002/anie.200290022
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Keeping the CO pressure down is a crucial, practical feature of the new methodology for the carbonylation of terminal epoxides. β-Hydroxy morpholinyl amides are generated directly in optically pure form [Eq. (1)], and these building blocks can be applied in a variety of acyl transfer reactions. A useful illustration is provided in the concise synthesis of δ-hydroxy-β-ketoesters, key intermediates for the preparation of the statin class of HMG-CoA reductase inhibitors.
引用
收藏
页码:4703 / 4705
页数:3
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