钯（0）催化的远程脱羧烯丙基化反应及碱介导的1,3-迁移反应
Palladium(0)-Catalyzed Remote Decarboxylative Allylation and Base-Mediated 1,3-Migration.
作者信息
Donthoju Ashok, Munakala Anandarao, Ellandula Sushma, Chegondi Rambabu
机构信息
Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad 500007, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
出版信息
J Org Chem. 2022 Jun 17;87(12):8267-8276. doi: 10.1021/acs.joc.2c00961. Epub 2022 Jun 7.
Herein we have reported the palladium(0)-catalyzed decarboxylative oxa-Michael addition/remote α-allylation/1,3- migration of prochiral allyl carbonate-tethered cyclohexadienones in good yields. This unconventional intramolecular rearrangement is triggered by the base-mediated retro-Michael ring-opening reaction (β-elimination) and subsequent syn-selective oxa-Michael addition on the less substituted enone functionality. The generality of tandem decarboxylative allylation was examined with various substrates and in the gram-scale reaction.
在此，我们报道了钯(0)催化的前手性烯丙基碳酸酯连接的环己二烯酮的脱羧氧杂-Michael加成/远程α-烯丙基化/1,3-迁移反应，产率良好。这种非常规的分子内重排是由碱介导的逆Michael开环反应(β-消除)以及随后在取代较少的烯酮官能团上的顺式选择性氧杂-Michael加成引发的。我们用各种底物并在克级反应中考察了串联脱羧烯丙基化反应的通用性。
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