Cho, Hyunkyung; Jeon, Hongjun; Shin, Jae Eui; Lee, Seokwoo; Park, Soojun; Kim, Sanghee published the artcile< Asymmetric synthesis of Cα-substituted prolines through Curtin-Hammett-controlled diastereoselective N-alkylation>, Safety of 3-Methoxy-2-methylbenzaldehyde, the main research area is substituted proline enantioselective diastereoselective synthesis chirality transfer Stevens rearrangement; amino acid proline ester alkylation substituted benzyl; alkylation mechanism Curtin Hammett principle DFT transition state; crystal structure substituted proline quaternization free energy steric effect; Curtin-Hammett principle; chirality transfer; proline derivatives; rearrangement; stereoselectivity.
Asym. synthesis of α-substituted proline derivatives has been accomplished by an efficient chirality-transfer method. High diastereoselectivity of the N-alkylation of the proline ester (C→N chirality transfer) was achieved when a 2,3-disubstituted benzyl group was used as the N-substituent. DFT calculations provided a mechanistic rationale for the high degree of stereoselectivity. The generated N-chirality of the quaternary ammonium salt was transferred back to the α-carbon through a stereoselective [2,3]-Stevens rearrangement (N→C chirality transfer) to give α-substituted proline ester.
Chemistry – A European Journal published new progress about Alkylation, stereoselective. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Safety of 3-Methoxy-2-methylbenzaldehyde.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem