Literature DB >> 17914888

Design of organocatalysts for asymmetric direct syn-aldol reactions.

Xiao-Ying Xu1, Yan-Zhao Wang, Liu-Zhu Gong.   

Abstract

Two new organocatalysts 3a and 3b, derived from L-leucine and (S)-beta-amino alcohols that were prepared from L-valine, were designed and afforded the direct syn-aldol reactions of a wide scope of aldehydes with various ketones with an excellent diastereomeric ratio of up to >20/1 and enantioselectivities of up to 99% ee.

Entities:  

Year:  2007        PMID： 17914888     DOI： 10.1021/ol701798x

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 in total

1.  Synthesis of β-hydroxy-α-haloesters through super silyl ester directed syn-selective aldol reaction.

Authors:  Susumu Oda; Hisashi Yamamoto
Journal:  Org Lett       Date:  2013-11-08       Impact factor: 6.005

2.  β-Siloxy-α-haloketones through highly diastereoselective single and double mukaiyama aldol reactions.

Authors:  Jakub Saadi; Hisashi Yamamoto
Journal:  Chemistry       Date:  2013-02-19       Impact factor: 5.236

3.  Catalytic Asymmetric Mannich Reactions with Fluorinated Aromatic Ketones: Efficient Access to Chiral β-Fluoroamines.

Authors:  Barry M Trost; Tanguy Saget; Andreas Lerchen; Chao-I Joey Hung
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-26       Impact factor: 15.336

4.  On the Mechanism of the Asymmetric Aldol Addition of Chiral N-Amino Cyclic Carbamate Hydrazones: Evidence of Non-Curtin-Hammett Behavior.

Authors:  Md Nasir Uddin; John D Knight; Ettore J Rastelli; Chirine Soubra-Ghaoui; Thomas A Albright; Chia-Hua Wu; Judy I Wu; Don M Coltart
Journal:  Chemistry       Date:  2019-10-25       Impact factor: 5.236

5.  An Enantio- and Diastereoselective Chemoenzymatic Synthesis of α-Fluoro β-Hydroxy Carboxylic Esters.

Authors:  James K Howard; Marion Müller; Alan Berry; Adam Nelson
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-19       Impact factor: 15.336

6.  Evaluation of fluoropyruvate as nucleophile in reactions catalysed by N-acetyl neuraminic acid lyase variants: scope, limitations and stereoselectivity.

Authors:  Jennifer Stockwell; Adam D Daniels; Claire L Windle; Thomas A Harman; Thomas Woodhall; Tomas Lebl; Chi H Trinh; Keith Mulholland; Arwen R Pearson; Alan Berry; Adam Nelson
Journal:  Org Biomol Chem       Date:  2015-11-05       Impact factor: 3.876
  6 in total

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