silicon has been researched along with 4-hydroxybenzaldehyde* in 1 studies
1 other study(ies) available for silicon and 4-hydroxybenzaldehyde
| Article | Year |
|---|---|
Concise Asymmetric Construction of C2 -symmetric 1,9-Diarylnonanoids Using a Hypervalent Silicon Complex: Total Synthesis of (-)-Ericanone.
By using a phosphine oxide-catalyzed enantioselective double aldol reaction, we achieved the concise construction of C2 -symmetric 1,9-diarylnonanoids, enabling the synthesis of (-)-ericanone from p-hydroxybenzaldehyde in 6 steps with 65 % overall yield. The enantioselective double aldol reaction is useful for establishing C2 -symmetric 1,9-diaryl-3,7-dihydroxy-5-nonanones with a single operation. Furthermore, the use of o-nosyl-protected p-hydroxybenzaldehyde and a 4,4'-disubstituted BINAP dioxide catalyst dramatically improved the reactivity and selectivity in the double aldol reaction, enabling the total synthesis of (-)-ericanone with high yield and with excellent enantiopurity. Topics: Aldehydes; Benzaldehydes; Catalysis; Hydrocarbons, Aromatic; Naphthalenes; Oxides; Phosphines; Silicon; Stereoisomerism | 2016 |