Literature DB >> 19053723

Asymmetric, catalytic, and direct self-aldol reaction of acetaldehyde catalyzed by diarylprolinol.

Yujiro Hayashi1, Sampak Samanta, Takahiko Itoh, Hayato Ishikawa.   

Abstract

An asymmetric, catalytic, and direct self-aldol reaction of acetaldehyde was catalyzed by diarylprolinol in NMP, affording the trimer acetal, which was generated by the reaction of the self-aldol product with another acetaldehyde molecule in a moderate yield with good enantioselectivity. Acetal is the synthetic equivalent of the self-aldol product, which can be converted into other synthetically useful compounds in one pot without compromising the enantioselectivity.

Entities:  

Year:  2008        PMID: 19053723     DOI: 10.1021/ol802438u

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


  4 in total

Review 1.  The direct catalytic asymmetric aldol reaction.

Authors:  Barry M Trost; Cheyenne S Brindle
Journal:  Chem Soc Rev       Date:  2010-02-17       Impact factor: 54.564

2.  Organocatalysis in water at room temperature with in-flask catalyst recycling.

Authors:  Bruce H Lipshutz; Subir Ghorai
Journal:  Org Lett       Date:  2011-12-19       Impact factor: 6.005

3.  Organocatalytic High Enantioselective Synthesis of β-Formyl-α-hydroxyphosphonates.

Authors:  Sandun Perera; Vijaya Kumar Naganaboina; Long Wang; Bin Zhang; Qunsheng Guo; Laxmidhar Rout; Cong-Gui Zhao
Journal:  Adv Synth Catal       Date:  2011-06-30       Impact factor: 5.837

4.  The Cyclohexa-2,5-dienyl Group as a Placeholder for Hydrogen: Organocatalytic Michael Addition of an Acetaldehyde Surrogate.

Authors:  Weiqiang Chen; Huaquan Fang; Kaixue Xie; Martin Oestreich
Journal:  Chemistry       Date:  2020-10-22       Impact factor: 5.236

  4 in total

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