BINOPtimal: a web tool for optimal chiral phosphoric acid catalyst selection

被引：12
作者：
Reid, Jolene P. [1 ,2 ]
Ermanis, Kristaps [1 ]
Goodman, Jonathan M. [1 ]
机构：
[1] Univ Cambridge, Dept Chem, Ctr Mol Informat, Lensfield Rd, Cambridge CB2 1EW, England
[2] Univ Utah, Dept Chem, 315 S 1400 E, Salt Lake City, UT 84112 USA
来源：
CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 12期
基金：
英国工程与自然科学研究理事会;
关键词：
ORIENTED RETROSYNTHETIC ANALYSIS; BRONSTED ACID; TRANSFER HYDROGENATION; LHASA PROGRAM; IMINES; PREDICTION; CONSTRUCTION; ACTIVATION; PRODUCT; ROBIA;
D O I：
10.1039/c8cc09344j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A catalyst selection program, BINOPtimal, has been developed. This interactive web tool selects the best performing chiral phosphoric acid catalysts from analysis of the starting materials, imine and nucleophile, on the basis of rules derived from the transformations within its database. This procedure has been applied to an example transformation demonstrating the potential to assist reaction design. The tool is available at www-mmm.ch.cam.ac.uk.
引用
收藏
页码：1778 / 1781
页数：4
相关论文
共 48 条
  • [11] Chiral Bronsted acid-catalyzed direct asymmetric Mannich reaction
    Guo, Qi-Xiang
    Liu, Hua
    Guo, Chang
    Luo, Shi-Wei
    Gu, Yi
    Gong, Liu-Zhu
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (13) : 3790 - +
  • [12] A powerful bronsted acid catalyst for the organocatalytic asymmetric transfer hydrogenation of imines
    Hoffmann, S
    Seayad, AM
    List, B
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (45) : 7424 - 7427
  • [13] Simulation of organic reactions:: From the degradation of chemicals to combinatorial synthesis
    Höllering, R
    Gasteiger, J
    Steinhauer, L
    Schulz, KP
    Herwig, A
    [J]. JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 2000, 40 (02): : 482 - 494
  • [14] Ihlenfeldt WD, 1995, ANGEW CHEM INT EDIT, V34, P2613
  • [15] Chiral Phosphoric Acid-Catalyzed Addition of Thiols to N-Acyl Imines: Access to Chiral N,S-Acetals
    Ingle, Gajendrasingh K.
    Mormino, Michael G.
    Wojtas, Lukasz
    Antilla, Jon C.
    [J]. ORGANIC LETTERS, 2011, 13 (18) : 4822 - 4825
  • [16] Chiral bronsted acid catalyzed enantioselective Friedel-Crafts reaction of indoles and α-aryl enamides:: Construction of quaternary carbon atoms
    Jia, Yi-Xia
    Zhong, Jun
    Zhu, Shou-Fei
    Zhang, Can-Ming
    Zhou, Qi-Lin
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (29) : 5565 - 5567
  • [17] STARTING MATERIAL ORIENTED RETROSYNTHETIC ANALYSIS IN THE LHASA PROGRAM .1. GENERAL DESCRIPTION
    JOHNSON, AP
    MARSHALL, C
    JUDSON, PN
    [J]. JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1992, 32 (05): : 411 - 417
  • [18] STARTING MATERIAL ORIENTED RETROSYNTHETIC ANALYSIS IN THE LHASA PROGRAM .2. MAPPING THE SM AND TARGET STRUCTURES
    JOHNSON, AP
    MARSHALL, C
    [J]. JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1992, 32 (05): : 418 - 425
  • [19] STARTING MATERIAL ORIENTED RETROSYNTHETIC ANALYSIS IN THE LHASA PROGRAM .3. HEURISTIC ESTIMATION OF SYNTHETIC PROXIMITY
    JOHNSON, AP
    MARSHALL, C
    [J]. JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1992, 32 (05): : 426 - 429
  • [20] CAMEO - A PROGRAM FOR THE LOGICAL PREDICTION OF THE PRODUCTS OF ORGANIC-REACTIONS
    JORGENSEN, WL
    LAIRD, ER
    GUSHURST, AJ
    FLEISCHER, JM
    GOTHE, SA
    HELSON, HE
    PADERES, GD
    SINCLAIR, S
    [J]. PURE AND APPLIED CHEMISTRY, 1990, 62 (10) : 1921 - 1932
12345