Literature DB >> 26725488

Transition States of Vicinal Diamine-Catalyzed Aldol Reactions.

Adam Simon1, Yu-Hong Lam1, K N Houk1.   

Abstract

The transition states of aldol reactions catalyzed by vicinal diamines are characterized with density functional calculations. It was found that a cyclic transition state involving a nine-membered hydrogen-bonded ring is preferred. The crown (chair-chair) conformations of the transition state account for the observed stereoselectivity of these reactions.

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Year:  2016        PMID: 26725488     DOI: 10.1021/jacs.5b12097

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 in total

1.  Organocatalytic stereoselective [8+2] and [6+4] cycloadditions.

Authors:  Rasmus Mose; Gert Preegel; Jesper Larsen; Sofie Jakobsen; Eva Høgh Iversen; Karl Anker Jørgensen
Journal:  Nat Chem       Date:  2016-12-19       Impact factor: 24.427

2.  Divergent Stereoselectivity in Phosphothreonine (pThr)-Catalyzed Reductive Aminations of 3-Amidocyclohexanones.

Authors:  Christopher R Shugrue; Aaron L Featherston; Rachel M Lackner; Angela Lin; Scott J Miller
Journal:  J Org Chem       Date:  2018-04-05       Impact factor: 4.354

  2 in total

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