The Houk–List transition states for organocatalytic mechanisms revisited-Reference-Cited by-同舟云学术

The Houk–List transition states for organocatalytic mechanisms revisited

Published:2014 Issue:5 Volume:5 Page:2057-2071
ISSN:2041-6520
Container-title:Chem. Sci.
language:en
Short-container-title:Chem. Sci.

Author:

Armstrong Alan¹²³⁴,Boto Roberto A.⁵⁶⁷⁸⁹,Dingwall Paul¹²³⁴,Contreras-García Julia⁵⁶⁷⁸⁹,Harvey Matt J.¹⁰¹¹²¹²,Mason Nicholas J.¹²³⁴,Rzepa Henry S.¹²³⁴

Affiliation:

1. Department of Chemistry

2. Imperial College London

3. South Kensington Campus

4. London, UK

5. Sorbonne Universités

6. UPMC Univ Paris 06

7. UMR 7616

8. Laboratoire de Chimie Théorique

9. Paris, France

10. High Performance Computing

11. ICT services

12. UK

Abstract

The ten year old Houk–List model for rationalising the origin of stereoselectivity in the organocatalysed intermolecular aldol addition is revisited, using a variety of computational techniques that have been introduced or improved since the original study.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2014/SC/C3SC53416B

Reference46 articles.

1. Quantum Mechanical Investigations of Organocatalysis: Mechanisms, Reactivities, and Selectivities

2. Quantum Mechanical Predictions of the Stereoselectivities of Proline-Catalyzed Asymmetric Intermolecular Aldol Reactions

3. Kinetic and Stereochemical Evidence for the Involvement of Only One Proline Molecule in the Transition States of Proline-Catalyzed Intra- and Intermolecular Aldol Reactions

4. Origins of Opposite Absolute Stereoselectivities in Proline-Catalyzed Direct Mannich and Aldol Reactions

5. Transition States of Amine-Catalyzed Aldol Reactions Involving Enamine Intermediates: Theoretical Studies of Mechanism, Reactivity, and Stereoselectivity

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