Pagenkopf, Brian L. and Krüger, Jochen and Stojanovic, Aleksandar and Carreira, Erick M. (1998) Mechanistic Insights into Cu-Catalyzed Asymmetric Aldol Reactions: Chemical and Spectroscopic Evidence for a Metalloenolate Intermediate. Angewandte Chemie International Edition, 37 (22). pp. 3124-3126. ISSN 1433-7851. doi:10.1002/(SICI)1521-3773(19981204)37:22<3124::AID-ANIE3124>3.0.CO;2-1. https://resolver.caltech.edu/CaltechAUTHORS:20180507-135626223
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Abstract
In situ IR spectroscopy and transmetalation experiments confirm a postulated catalytic cycle. The metalloenolate 1 describes the active intermediate in the aldol reaction catalyzed by [CuF_2{(S)‐tol‐binap}] (see reaction scheme). (S)‐tol‐binap=(S)‐(−)‐2,2′‐bis(di‐p‐tolylphosphanyl)‐1,1′‐binaphthyl.
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| Additional Information: | © 1998 Wiley‐VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany. Issue Online 17 December 1998; Version of Record online: 17 December 1998; Manuscript received: 16 June 1998. B.L.P. thanks the National Institutes of Health (NIH), J.K. thanks the Deutsche Forschungsgemeinschaft, and A.S. is grateful to the Schweizerischer Nationalfonds for postdoctoral fellowships. Financial support was provided by the Packard Foundation, National Science Foundation (USA), NIH (USA), and generous funds from Eli Lilly, Merck, Novartis, Pfizer, Upjohn, and Zeneca. | ||||||||||||||||||||||||
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| Subject Keywords: | Aldol reactions; Asymmetric catalysis; C−C coupling; IR spectroscopy | ||||||||||||||||||||||||
| Issue or Number: | 22 | ||||||||||||||||||||||||
| DOI: | 10.1002/(SICI)1521-3773(19981204)37:22<3124::AID-ANIE3124>3.0.CO;2-1 | ||||||||||||||||||||||||
| Record Number: | CaltechAUTHORS:20180507-135626223 | ||||||||||||||||||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20180507-135626223 | ||||||||||||||||||||||||
| Official Citation: | Pagenkopf, B. L., Krüger, J. , Stojanovic, A. and Carreira, E. M. (1998), Mechanistic Insights into Cu‐Catalyzed Asymmetric Aldol Reactions: Chemical and Spectroscopic Evidence for a Metalloenolate Intermediate. Angewandte Chemie International Edition, 37: 3124-3126. doi:10.1002/(SICI)1521-3773(19981204)37:22<3124::AID-ANIE3124>3.0.CO;2-1 | ||||||||||||||||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||||||||||||||
| ID Code: | 86248 | ||||||||||||||||||||||||
| Collection: | CaltechAUTHORS | ||||||||||||||||||||||||
| Deposited By: | Tony Diaz | ||||||||||||||||||||||||
| Deposited On: | 07 May 2018 21:19 | ||||||||||||||||||||||||
| Last Modified: | 15 Nov 2021 20:36 |
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