Ruthenium-Catalyzed C-C Coupling of Fluorinated Alcohols with Allenes: Dehydrogenation at the Energetic Limit of β-Hydride Elimination

被引：47
|
作者：
Sam, Brannon [1 ]
Luong, Tom [1 ]
Krische, Michael J. [1 ]
机构：
[1] Univ Texas Austin, Dept Chem, Austin, TX 78712 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 18期
关键词：
allylic compounds; diastereoselectivity; fluorine; hydrogenation; ruthenium; TRIFLUOROMETHYLATED ALLYLIC ALCOHOLS; ASYMMETRIC FLUORINATION; TRANSFER HYDROGENATION; REVERSE PRENYLATION; GRIGNARD-REAGENTS; REDUCING ACTION; CARBONYL; PARAFORMALDEHYDE; CROTYLATION; ALLYLATION;
D O I：
10.1002/anie.201500238
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Ruthenium(II) complexes catalyze the C-C coupling of 1,1-disubstituted allenes and fluorinated alcohols to form homoallylic alcohols bearing all-carbon quaternary centers with good to complete levels of diastereoselectivity. Whereas fluorinated alcohols are relatively abundant and tractable, the corresponding aldehydes are often not commercially available because of their instability.
引用
收藏
页码：5465 / 5469
页数：5
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