1381860-76-9Relevant articles and documents
Highly enantioselective regiodivergent allylic alkylations of MBH carbonates with phthalides
Zhong, Fangrui,Luo, Jie,Chen, Guo-Ying,Dou, Xiaowei,Lu, Yixin
, p. 10222 - 10227 (2012/08/08)
Phthalides were used for the first time in the allylic alkylation reactions with MBH carbonates for the creation of chiral 3,3-disubstituted phthalides. Highly enantioselective regiodivergent synthesis of γ-selective or β-selective allylic alkylation products was achieved by employing bifunctional chiral phosphines or multifunctional tertiary amine-thioureas as the catalyst, respectively. It was demonstrated that proper selection of catalysts and reaction conditions would differentiate an SN2′- SN2′ pathway and an addition-elimination process, yielding different regioisomers of the allylic alkylation products in a highly enantiomerically pure form.