In 2022,Wang, Tian-Ci; Wang, Pu-Sheng; Chen, Dian-Feng; Gong, Liu-Zhu published an article in Science China: Chemistry. The title of the article was 《Access to chiral homoallylic vicinal diols from carbonyl allylation of aldehydes with allyl ethers via palladium-catalyzed allylic C-H borylation》.Synthetic Route of C9H10O2 The author mentioned the following in the article:
An asym. carbonyl allylation of aldehydes with allyl ethers proceeding via allylic C-H borylation enabled by palladium and chiral phosphoric acid sequential catalysis, providing facile access to homoallylic vicinal anti-diols such as I [R1 = n-heptyl, 4-O2NC6H4, BnOCH2, etc.; R2 = H, Me, cyclohexyl, etc.; R3 = Bn, PMB, TBSO(CH2)3, etc.] in high yields and with excellent stereoselectivity was described. This protocol enabled total synthesis of aigialomycin D to be finished within 7 steps. The results came from multiple reactions, including the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Synthetic Route of C9H10O2)
2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Synthetic Route of C9H10O2
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem