Stereoselective Synthesis of Cyclohexanes via an Iridium Catalyzed (5+1) Annulation Strategy

被引:65
|
作者
Akhtar, Wasim M. [1 ]
Armstrong, Roly J. [1 ]
Frost, James R. [1 ]
Stevenson, Neil G. [2 ]
Donohoe, Timothy J. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
[2] GlaxoSmithKline, Med Res Ctr, Stevenage SG1 2NY, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
HYDROGEN BORROWING CATALYSIS; CARBONYL-COMPOUNDS; C-H; ALCOHOLS; ALKYLATION; AMINES; DEHYDROGENATION; CARBOCYCLES; CARBANIONS; ACCESS;
D O I
10.1021/jacs.8b07776
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An iridium catalyzed method for the synthesis of functionalized cyclohexanes from methyl ketones and 1,5-diols is described. This process operates by two sequential hydrogen borrowing reactions, providing direct access to multisubstituted cyclic products with high levels of stereocontrol. This methodology represents a novel (5 + 1) strategy for the stereoselective construction of the cyclohexane core.
引用
收藏
页码:11916 / 11920
页数:5
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