Ketene Acetals. II. The Synthesis of Ketene Acetals from Dichloro Olefins and Sodium β- and γ-Alkoxy Alcoholates 1
✍ Scribed by Kuryla, William C.
- Book ID
- 126242013
- Publisher
- American Chemical Society
- Year
- 1965
- Tongue
- English
- Weight
- 530 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0022-3263
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## Abstract α‐Acyloxy aldehydes (**2a,b**) react with 1,1‐dimethoxypropene (**1**) in the presence of ZnCl~2~ to yield 2,2‐dimethoxy‐3‐methyloxetanes (**3a,b**). Stronger electron‐withdraxing acyl groups are necessary for the analogous conversion ofα‐acyloxy ketones (**2c,d,e**). Hydrolysis of the
On treating the aluminum acetal intermediates, generated in situ from ethyl 3-benzyloxy-2, 2-difluoroalkanoates or 3-benzyloxy-4,4,4-trifluorobutanoate and diisobutylaluminum hydride at -78 qC for 1 h, with allylic stannanes in the presence of titanium(IV) dichloride diisopropoxide at 0 ~C for 8 h o