Highly enantioselective alkynylation of α-keto ester:: An efficient method for constructing a chiral tertiary carbon center
Highly enantioselective alkynylation of α-keto ester:: An efficient method for constructing a chiral tertiary carbon center
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DOI：
10.1021/ol026544i
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发表时间：
2002-10-03
期刊：
影响因子：
5.2
通讯作者：
Tang, XX
中科院分区：
文献类型：
--
作者：
Jiang, B;Chen, ZL;Tang, XX
使用催化量的（11 S，2S）-3-甲基-1H-吡喃-2-酮进行末端炔与α-酮酯的不对称加成。（叔丁基二甲基甲硅烷基氧基）2-N，不，不（二甲氨基）-l-在Zn（OTf）（2）的存在下，由对硝基苯基丙醇合成相应的叔炔丙醇，产率高达94%ee。（OSO_2CHF_2）（2）在该反应中也进行了研究。
[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.