Pursuit of Noncovalent Interactions for Strategic Site-Selective Catalysis

被引:200
作者
Toste, F. Dean [1 ]
Sigman, Matthew S. [2 ]
Miller, Scott J. [3 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[2] Univ Utah, Dept Chem, 315 S 1400 E, Salt Lake City, UT 84112 USA
[3] Yale Univ, Dept Chem, 225 Prospect St, New Haven, CT 06520 USA
基金
美国国家卫生研究院;
关键词
ANION PHASE-TRANSFER; ASYMMETRIC CATALYSIS; CHIRAL ANION; NOBEL LECTURE; TEICOPLANIN; ALCOHOLS; STEREOSELECTIVITY; FLUORINATION; DISCOVERY; OXIDATION;
D O I
10.1021/acs.accounts.6b00613
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Selective reactions on structures of high complexity can move beyond the mind's eye and proof-of principle. Enhanced understanding of noncovalent interactions and their interdependence, revealed through analysis of multiple parameters, should accelerate the discovery of efficient reactions in highly complex molecular environments.
引用
收藏
页码:609 / 615
页数:7
相关论文
共 52 条
[21]  
Lichtor PA, 2012, NAT CHEM, V4, P990, DOI [10.1038/NCHEM.1469, 10.1038/nchem.1469]
[22]  
Lin S, 2012, NAT CHEM, V4, P817, DOI [10.1038/NCHEM.1450, 10.1038/nchem.1450]
[23]   Discovery of an α-Amino C-H Arylation Reaction Using the Strategy of Accelerated Serendipity [J].
McNally, Andrew ;
Prier, Christopher K. ;
MacMillan, David W. C. .
SCIENCE, 2011, 334 (6059) :1114-1117
[24]   Enantioselective Redox-Relay Oxidative Heck Arylations of Acyclic Alkenyl Alcohols using Boronic Acids [J].
Mei, Tian-Sheng ;
Werner, Erik W. ;
Burckle, Alexander J. ;
Sigman, Matthew S. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (18) :6830-6833
[25]   A data-intensive approach to mechanistic elucidation applied to chiral anion catalysis [J].
Milo, Anat ;
Neel, Andrew J. ;
Toste, F. Dean ;
Sigman, Matthew S. .
SCIENCE, 2015, 347 (6223) :737-743
[26]   Interrogating selectivity in catalysis using molecular vibrations [J].
Milo, Anat ;
Bess, Elizabeth N. ;
Sigman, Matthew S. .
NATURE, 2014, 507 (7491) :210-+
[27]   Enantiodivergent Fluorination of Allylic Alcohols: Data Set Design Reveals Structural Interplay between Achiral Directing Group and Chiral Anion [J].
Neel, Andrew J. ;
Milo, Anat ;
Sigman, Matthew S. ;
Toste, F. Dean .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (11) :3863-3875
[28]   Asymmetric Cross-Dehydrogenative Coupling Enabled by the Design and Application of Chiral Triazole-Containing Phosphoric Acids [J].
Neel, Andrew J. ;
Hehn, Joerg P. ;
Tripet, Pascal F. ;
Toste, F. Dean .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (38) :14044-14047
[29]   If C-H Bonds Could Talk: Selective C-H Bond Oxidation [J].
Newhouse, Timothy ;
Baran, Phil S. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (15) :3362-3374
[30]  
Noyori R, 2002, ANGEW CHEM INT EDIT, V41, P2008, DOI 10.1002/1521-3773(20020617)41:12<2008::AID-ANIE2008>3.0.CO