Highly enantioselective alkynylation of α-keto ester:: An efficient method for constructing a chiral tertiary carbon center

被引:189
作者
Jiang, B [1 ]
Chen, ZL [1 ]
Tang, XX [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
关键词
D O I
10.1021/ol026544i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The asymmetric addition of terminal alkynes to a-keto ester was carried out using a catalytic amount of (11 S,2S)-3-(tert-butyldimethylsilyloxyl)2-N,N-(dimethylamino)-l-(p-nitrophenyl)-propane-1-ol in the presence of Zn(OTf)(2) to give the corresponding tertiary propargylic alcohols in high yields with up to 94% ee. N-Methylephedrine and Zn(OSO2CHF2)(2) were also examined in this reaction.
引用
收藏
页码:3451 / 3453
页数:3
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