136032-07-0Relevant articles and documents
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
, p. 4448 - 4451 (2017)
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.
ENANTIOSELECTIVE SYNTHESIS OF α- AND β-HYDROXY ACIDS USING trans-2-PHENYLCYLOHEXAN-1-OL AS CHIRAL AUXILIARY
Basavaiah, D.,Bharathi, T. K.
, p. 3417 - 3420 (2007/10/02)
trans-2-Phenylcyclohexanol has been used as a chiral auxiliary for the preparation of α- and β-hydroxy acids in 85 - 100 percent and 11 - 89 percent enantiomeric purities respectively.