20229-41-8Relevant articles and documents
Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes
Roy, Sourav,Kumar, Gourav,Chatterjee, Indranil
, p. 6709 - 6713 (2021/09/08)
A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.
Selective Formation of Functionalized α-Quaternary Malononitriles toward 5,5-Disubstituted Pyrrolopyrimidinones
Whitehead, Alan,Zhang, Yong,McCabe Dunn, Jamie,Sherer, Edward C.,Lam, Yu-Hong,Stelmach, John,Sun, Aaron,Shiroda, Melisa,Orr, Robert K.,Waddell, Sherman T.,Raghavan, Subharekha
supporting information, p. 4448 - 4451 (2017/09/11)
A modular, selective approach to complex α-tertiary substituted malononitriles is reported. The method takes advantage of β-ester-substituted α,α-dinitrile alkenes as highly reactive, chemoselective electrophiles for 1,4-additions with organometallic nucleophiles to produce functionally and sterically dense all-carbon quaternary centers. In the presence of a chiral ester auxiliary bearing an aromatic ring, the 1,4-addition occurs with good to excellent selectivity due to favorable cation-π interactions. The highly functionalized malononitriles represent versatile building blocks and can be applied toward efficient, highly selective syntheses of 5,5-disubstituted pyrrolopyrimidinones.
Asymmetric synthesis of chiral α-keto esters via Grignard addition to oxalates
MaGee, David I.,Mallais, Tammy C.,Eic, Marijanna
, p. 3177 - 3181 (2007/10/03)
While enroute to an asymmetric synthesis of the chlorine containing metabolite (-)-cryptosporiopsin an efficient and reliable asymmetric synthesis of chiral α-keto esters was required. These compounds can be conveniently generated in 51-84% yields via Gri