Addition of tert-butyldimethyl- or tert-butyldiphenylsilyl cyanide to hindered ketones
โ Scribed by Golinski, Miroslaw; Brock, Carolyn P.; Watt, David S.
- Book ID
- 111671023
- Publisher
- American Chemical Society
- Year
- 1993
- Tongue
- English
- Weight
- 697 KB
- Volume
- 58
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
4-Trifluoromethanesulfonamidyl prolinol tert-butyldiphenylsilyl ether bifunctional organocatalyst 3a is a highly efficient catalyst for the asymmetric Michael addition reactions of ketones and aldehydes to nitrostyrenes, leading to syn-selective adducts with excellent yields (>99%), high diastereose
Absfract: The reactivity of (a-l-(tert-bu~ldimetiyl)silyloxy-3,3-bk(tibutyls@nyl)pm~ne 1 as potendat 1,3 dianion equivalenthas been investigated.Condensationwith atdehydes4z-h, in preaenee of BF3.0Et2, afforded in high yields the mono-protected diols 5a-h exhibiting an exclusive E configurationof th