Enantio‐ and Diastereoselective Vinylogous Mukaiyama Aldol Reactions of α‐Keto Phosphonates with 2‐(Trimethylsilyloxy)‐ furan Catalyzed by Bis(oxazoline)‐Copper Complexes
摘要:
The asymmetric vinylogous Mukaiyama aldol reaction between -keto phosphonate and 2-(trimethylsilyloxy)furan was performed by using bis(oxazoline)-copper complexes as the catalyst and 2,2,2-trifluoroethanol as additive in dichloromethane. The present method is highly tolerable for functionalized -keto phosphonates and enabled us to obtain the corresponding 3- and 4-substituted benzyl-functionalized tertiary -hydroxy phosphonates in high yields (up to 86%) as well as high enantiostereoselectivities (up to 98% ee) and diastereoselectivities (up to 99:1, anti-selective).
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关键词:
asymmetric synthesis bis(oxazoline)‐copper complexes tertiary α‐hydroxy phosphonates vinylogous Mukaiyama aldol reaction
DOI:
10.1002/adsc.201200810
被引量:
年份:
2013
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