24241-75-6Relevant academic research and scientific papers
Site-selectivity in TBADT-photocatalyzed C(sp3)H functionalization of saturated alcohols and alkanes
Fukuyama, Takahide,Yamada, Keiichi,Nishikawa, Tomohiro,Ravelli, Davide,Fagnoni, Maurizio,Ryu, Illhyong
, p. 207 - 209 (2018)
Site-selectivity in C(sp3)H functionalization of aliphatic alcohols and alkanes was studied using the decatungstate anion as a photocatalyst. In the case of aliphatic alcohols, CH bond a to the hydroxy group was preferentially functionalized. The a-site-selectivity is rationalized by polar effects imparted by the hydroxy group in the SH2 transition states. In contrast, CH functionalization of alkanes was largely affected by steric effects.
Efficient preparation of γ-hydroxynitriles via nitrile enolate-epoxide reactions: Scope and diastereoselectivity
Taylor, Stephen K.,DeYoung, Dawn,Simons, Lloyd J.,Vyvyan, James R.,Wemple, Mary A.,Wood, Noelle K.
, p. 1691 - 1701 (2007/10/03)
The nucleophilic opening of epoxides by nitrile enolates using an efficient, convenient protocol is described. The diastereoselectivity of this reaction was explored and found to give syn:anti ratios ranging from 1.1:1.0 to 4.8:1.0.
