Enantioselective addition of terminal alkynes to aldehydes catalyzed by a Cu(I)-TRAP complex

Enantioselective addition of terminal alkynes to aldehydes catalyzed by a Cu(I)-TRAP complex
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DOI:
10.1021/ol701534n
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发表时间:
2007-09-27
期刊:
影响因子:
5.2
通讯作者:
Sawamura, Masaya
Sawamura, Masaya
中科院分区:
化学1区
文献类型:
--
作者:
Asano, Yohsuke;Hara, Kenji;Sawamura, Masaya

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在Cu(O-t-Bu)与TRAP手性双膦原位合成的Cu-膦配合物存在下,芳香醛与末端炔的加成反应在温和的条件下进行,得到了对映体富集的炔丙醇.此外,根据化学计量反应,该反应可能涉及TRAP配位的Cu(I)乙炔化物与醛的加成。
The addition of terminal alkynes to aromatic aldehydes was carried out under mild conditions in the presence of a Cu-phosphine complex, which was prepared in situ from Cu(O-t-Bu) and TRAP chiral bisphosphine, to yield enantiomerically enriched propargyl alcohols with moderate enantioselectivities. Furthermore, according to stoichiometric reactions, the reaction presumably involves the addition of a TRAP-coordinated Cu(l) acetylide to an aldehyde.