C-H•••O non-classical hydrogen bonding in the stereomechanics of organic transformations: theory and recognition

被引:170
|
作者
Johnston, Ryne C. [1 ]
Cheong, Paul Ha-Yeon [1 ]
机构
[1] Oregon State Univ, Dept Chem, Corvallis, OR 97103 USA
关键词
DIELS-ALDER REACTIONS; BAYLIS-HILLMAN REACTION; ANTI-ALDOL REACTIONS; AB-INITIO; ENANTIOSELECTIVE REACTIONS; ASYMMETRIC ALLYLBORATION; TRANSITION STRUCTURES; SULFUR-DIOXIDE; LEWIS-ACIDS; ORIGINS;
D O I
10.1039/c3ob40828k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This manuscript describes the role of non-classical hydrogen bonds (NCHBs), specifically C-H center dot center dot center dot O interactions, in modern synthetic organic transformations. Our goal is to point out the seminal examples where C-H center dot center dot center dot O interactions have been invoked as a key stereocontrolling element and to provide predictive value in recognizing future and/or potential C-H center dot center dot center dot O interactions in modern transformations.
引用
收藏
页码:5057 / 5064
页数:8
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