Synthesis of Chiral 3-Substituted Indanones via an Enantioselective Reductive-Heck Reaction
โ Scribed by Minatti, Ana; Zheng, Xiaolai; Buchwald, Stephen L.
- Book ID
- 120568250
- Publisher
- American Chemical Society
- Year
- 2007
- Tongue
- English
- Weight
- 224 KB
- Volume
- 72
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
A new enantioselective approach to chiral isoquinuclidines, such as 15, 18 and 21, is reported. The key step of these syntheses is a cycloaddition between chiral dihydropyridines 14 or 20, now readily available from tetrahydropyridinium salts 6 or 11, and achiral dienophiles. The reaction proceeds w
3-Alkylindoles were prepared in one step from indoles and ketones via a convenient reductive alkylation procedure using triethylsilane and trichloroacetic acid. Under this particular condition, unsubstituted indoles could be tolerated to afford good yields of 3-sec-alkylation products.