1440524-56-0Relevant articles and documents
Enantioselective phase-transfer catalytic α-alkylation of 2-methylbenzyl tert-butyl malonates
Ha, Min Woo,Hong, Suckchang,Park, Cheonhyoung,Park, Yohan,Lee, Jihye,Kim, Mi-Hyun,Lee, Jihoon,Park, Hyeung-Geun
, p. 4030 - 4039 (2013/07/19)
A new asymmetric synthetic method to prepare α,α- dialkylmalonates for the construction of a quaternary carbon center via phase-transfer catalytic (PTC) alkylation has been developed. Enantioselective α-alkylation of 2-methylbenzyl tert-butyl α-methylmalonates under phase-transfer catalytic conditions in the presence of (S,S)-3,4,5- trifluorophenyl-NAS bromide (10) afforded the corresponding α,α- dialkylmalonates in high chemical (up to 99%) and optical yields (up to 91% ee), which were selectively hydrolyzed to malonic monoacids under alkali basic conditions for conversion to versatile chiral intermediates. The Royal Society of Chemistry 2013.