Enantioselective Synthesis of γ-Oxycarbonyl Motifs by Conjugate Addition of Photogenerated α-Alkoxy Radicals.

Enantioselective Synthesis of γ-Oxycarbonyl Motifs by Conjugate Addition of Photogenerated α-Alkoxy Radicals.
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光生γ-烷氧基的共轭加成反应对映选择性合成α-氧基团

DOI:
10.1021/acs.orglett.1c01790
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发表时间:
2021-08-06
期刊:
影响因子:
5.2
通讯作者:
Yoon TP
Yoon TP
中科院分区:
化学1区
文献类型:
--
作者:
Dong X;Li QY;Yoon TP

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利用串联Sc(III)刘易斯酸/光氧化还原催化体系,可以实现光生α-烷氧基对酰基吡唑烷酮的不对称催化Giese加成反应.令人惊讶的是,激发态氧化电位不是唯一的重要变量,并且最佳光催化剂不是筛选的最强氧化剂。我们的研究结果表明,光催化剂的氧化和还原电位对反应结果都很重要,突出了在设计光化学反应时整体考虑的重要性。
Enantioselective catalytic Giese addition of photogenerated α-alkoxy radicals to acyl pyrazolidinones can be accomplished using a tandem Sc(III) Lewis acid/photoredox catalyst system. Surprisingly, the excited state oxidation potential was not the only important variable, and the optimal photocatalyst was not the strongest oxidant screened. Our results show that both the oxidation and reduction potentials of the photocatalyst can be important for the reaction outcome, highlighting the importance of holistic consideration in designing photochemical reactions.
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