Enantioselective Addition of Alkynes to α,α-Dichlorinated Aldehydes

被引:9
|
作者
Molina, Yeshua Sempere [1 ]
Ruchti, Jonathan [1 ]
Carreira, Erick M. [1 ]
机构
[1] Swiss Fed Inst Technol, Organ Chem Lab, Vladimir Prelog Weg 3, CH-8093 Zurich, Switzerland
关键词
OCCURRING ORGANOHALOGEN COMPOUNDS; PONNDORF-VERLEY ALKYNYLATION; IN-SITU GENERATION; TERMINAL ACETYLENES; BIOLOGICAL EVALUATION; PROPARGYLIC ALCOHOLS; SELECTIVE SYNTHESIS; CARBONYL-COMPOUNDS; ALLYLIC ALCOHOLS; INHIBITORS;
D O I
10.1021/acs.orglett.6b03692
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective addition of terminal alkyes to alpha,alpha-dichlorinated aldehydes employing Zn(OTf)(2)/NME is disclosed. The propargylic alcohols obtained are accessed in good yields and high enantioselectivity from easily accessible alpha,alpha-dichloroaldefiydes. The method opens new strategic opportunities for the synthesis of chlorinated natural products, such as the chlorosulfolipids.
引用
收藏
页码:743 / 745
页数:3
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