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Literature DB >> 16146400

Diphenylprolinol methyl ether: a highly enantioselective catalyst for Michael addition of aldehydes to simple enones.

Abstract

[reaction: see text] Diphenylprolinol methyl ether catalyzes intermolecular Michael addition of simple aldehydes to relatively nonactivated enones with the highest enantioselectivities reported to date (95-99% ee) and significantly lower catalyst loadings than have been typical in this arena.

Entities: Chemical

Year: 2005 PMID： 16146400 DOI： 10.1021/ol0517729

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

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Cited

11 in total

1. Enantioselective route to platensimycin: an intramolecular Robinson annulation approach.

Authors: Pingfan Li; Joshua N Payette; Hisashi Yamamoto
Journal: J Am Chem Soc Date: 2007-07-14 Impact factor: 15.419

2. Enantioselective organocatalytic Michael addition of aldehydes to nitroethylene: efficient access to gamma2-amino acids.

Authors: Yonggui Chi; Li Guo; Nathan A Kopf; Samuel H Gellman
Journal: J Am Chem Soc Date: 2008-04-04 Impact factor: 15.419

3. Organocatalytic enantioselective β-functionalization of aldehydes by oxidation of enamines and their application in cascade reactions.

Authors: Shi-Lei Zhang; He-Xin Xie; Jin Zhu; Hao Li; Xin-Shuai Zhang; Jian Li; Wei Wang
Journal: Nat Commun Date: 2011 Impact factor: 14.919

4. Enantioselective organocatalytic aminomethylation of aldehydes: a role for ionic interactions and efficient access to beta2-amino acids.

Authors: Yonggui Chi; Samuel H Gellman
Journal: J Am Chem Soc Date: 2006-05-31 Impact factor: 15.419

5. Total synthesis of eudesmane terpenes by site-selective C-H oxidations.

Authors: Ke Chen; Phil S Baran
Journal: Nature Date: 2009-05-13 Impact factor: 49.962

6. Asymmetric approach toward chiral cyclohex-2-enones from anisoles via an enantioselective isomerization by a new chiral diamine catalyst.

Authors: Jung Hwa Lee; Li Deng
Journal: J Am Chem Soc Date: 2012-10-22 Impact factor: 15.419

Diphenylprolinol methyl ether: a highly enantioselective catalyst for Michael addition of aldehydes to simple enones.

1. Enantioselective route to platensimycin: an intramolecular Robinson annulation approach.

2. Enantioselective organocatalytic Michael addition of aldehydes to nitroethylene: efficient access to gamma2-amino acids.

3. Organocatalytic enantioselective β-functionalization of aldehydes by oxidation of enamines and their application in cascade reactions.

4. Enantioselective organocatalytic aminomethylation of aldehydes: a role for ionic interactions and efficient access to beta2-amino acids.

5. Total synthesis of eudesmane terpenes by site-selective C-H oxidations.

6. Asymmetric approach toward chiral cyclohex-2-enones from anisoles via an enantioselective isomerization by a new chiral diamine catalyst.

7. Total synthesis, revised structure, and biological evaluation of biyouyanagin A and analogues thereof.

8. Amino acid salt catalyzed intramolecular Robinson annulation.

9. Synthesis and potent antimalarial activity of kalihinol B.

10. Antimalarial Properties of Simplified Kalihinol Analogues.