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Catalytic Allylation of Aldehydes Using Unactivated Alkenes
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2020-07-01 , DOI: 10.1021/jacs.0c04735
Shun Tanabe 1 , Harunobu Mitsunuma 1 , Motomu Kanai 1
Affiliation  

Simple feedstock organic molecules, especially alkenes, are attractive starting materials in organic synthesis because of their wide availability. Direct utilization of such bulk, inert organic molecules for practical and selective chemical reactions, however, remains limited. Herein, we developed a ternary hybrid catalyst system comprising a photoredox catalyst, a hydrogen-atom-transfer catalyst, and a chromium complex catalyst, enabling catalytic allylation of aldehydes with simple alkenes, including feedstock lower alkenes. The reaction proceeded under visible-light irradiation at room temperature and with high functional group tolerance. The reaction was extended to an asymmetric variant by employing a chiral chromium complex catalyst.

中文翻译:

使用未活化烯烃催化烯丙基化醛

简单的原料有机分子,尤其是烯烃,因其广泛的可用性而成为有机合成中有吸引力的原料。然而,将这种大量惰性有机分子直接用于实际和选择性化学反应仍然有限。在此,我们开发了一种包含光氧化还原催化剂、氢原子转移催化剂和铬络合物催化剂的三元混合催化剂体系,能够实现醛与简单烯烃(包括原料低级烯烃)的催化烯丙基化。该反应在室温可见光照射下进行,具有高官能团耐受性。通过使用手性铬配合物催化剂,反应扩展到不对称变体。
更新日期:2020-07-01
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