An Efficient Photoinduced Deprotection of Aromatic Acetals and Ketals
Date issued
2011
In
Helv. Chim. Acta
Vol
2
No
94
From page
331
To page
346
Subjects
Aldehydes Role: RCT (Reactant) SPN (Synthetic preparation) PREP (Preparation) RACT (Reactant or reagent) (aromatic photoinduced deprotection of arom. acetals and ketals) Ketones Role: RCT (Reactant) SPN (Synthetic preparation) PREP (Preparation) RACT (Reactant or reagent) (aryl photoinduced deprotection of arom. acetals and ketals) Acetalization Ketalization Protective groups (photoinduced deprotection of arom. acetals and ketals) Acetals Ketals Role: RCT (Reactant) SPN (Synthetic preparation) PREP (Preparation) RACT (Reactant or reagent) (photoinduced deprotection of arom. acetals and ketals) Oxidation (photooxidn during photoinduced deprotection of arom. acetals and ketals) photoinduced deprotection arom acetal ketal
Abstract
A novel type of photodeprotection reaction of simple arom. acetals and ketals is described. The deprotection is highly efficient under optimized conditions. The arom. ring confers the photoreactivity to the compds. The efficiency of the process depends on the structure of the acetal moiety. The common minor side reaction, the photooxidn., becomes the major reaction pathway in the case of cyclic acetals. The use of photon as only reagent makes this procedure esp. attractive for acetal deprotection. [on SciFinder(R)]
Publication type
journal article