Preparation of 2,3-Dihydrofurans via a Double Allylic Substitution Reaction of Allylic Nitro Compounds
β Scribed by Nakano, Toshiki; Miyazaki, Koichiro; Kamimura, Akio
- Book ID
- 125855661
- Publisher
- American Chemical Society
- Year
- 2014
- Tongue
- English
- Weight
- 360 KB
- Volume
- 79
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
Regioselective replacement of nitro group in cyclic c-(nitroalkyl)enones by various nucleophiles such as stabilized carbanions, amine, NaN3, PhSO2Na and PhSNa provides the overall SN2 type products.
The thermic rearrangement of various chiral or racemic ailylic diphenylphosphinites to allylic phosphine oxides has been applied for the preparation of several chiral diphosphine oxides of interest for asymmetric catalysis.
4-(2%-Alkenyl)-2,5-dihydrofurans can be efficiently synthesized via the PdCl 2 -catalyzed coupling-cyclization of allylic halides with 2,3-allenols in DMA at rt in moderate to good yields. The regioselectivity is different from that of the Pd(0)-catalyzed coupling-cyclization of organic halides with