Plaumann, H P’s team published research in Tetrahedron Letters in 1979-12-31 | 56724-03-9

Tetrahedron Letters published new progress about Aryl aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Name: 3-Methoxy-2-methylbenzaldehyde.

Plaumann, H. P.; Keay, B. A.; Rodrigo, R. published the artcile< The regiospecific lithiation of aromatic acetals>, Name: 3-Methoxy-2-methylbenzaldehyde, the main research area is lithiation aromatic acetal regioselective; substituent effect lithiation aromatic acetal; deprotonation aromatic acetal substituent effect; benzaldehyde ortho substituted.

The reaction of 11 di-Me aromatic acetals with alkyllithiums are described. In compounds with substituents ortho to the acetal very little deprotonation occurred, whereas with no substituent present lithiation occurred readily. E.g., I (R = H, R1 = OMe) with Me3CLi (-23°), MeI, and acid gave 95% II, whereas no reaction occurred when I (R = OMe, R1 = H) was treated similarly. The reaction provides a facile entry to 2,3- and 2,3,4-substituted benzaldehydes.

Tetrahedron Letters published new progress about Aryl aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Name: 3-Methoxy-2-methylbenzaldehyde.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem