Asymmetric synthesis of γ-hydroxy α,β-unsaturated aldehydes via enantioselective direct addition of propargyl acetate to aldehydes

Asymmetric synthesis of γ-hydroxy α,β-unsaturated aldehydes via enantioselective direct addition of propargyl acetate to aldehydes
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DOI:
10.1021/ol016431j
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发表时间:
2001-09-20
期刊:
影响因子:
5.2
通讯作者:
Carreira, EM
Carreira, EM
中科院分区:
化学1区
文献类型:
--
作者:
El-Sayed, E;Anand, NK;Carreira, EM

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[GRAPHICS]We report the first example of enantioselective and diastereoselective aldehyde additions of propargyl acetate to aldehydes using the methodology recently reported from our laboratories. Subsequent O-silyl protection, Pd-catalyzed isomerization, AcOH addition, and hydrolysis result in optically active gamma -hydroxy alpha,beta -unsaturated aldehydes as powerful building blocks.