Literature DB >> 16836365

Fragmentation of carbonyl oxides by N-oxides: an improved approach to alkene ozonolysis.

Chris Schwartz1, Joseph Raible, Kyle Mott, Patrick H Dussault.   

Abstract

[Structure: see text] Ozonolysis of alkenes in the presence of amine N-oxides results in the direct formation of aldehydes. This reaction, which appears to involve an unprecedented trapping and fragmentation of the short-lived carbonyl oxide intermediates, avoids the hazards associated with generation and isolation of ozonides or other peroxide products.

Entities:  

Year:  2006        PMID: 16836365     DOI: 10.1021/ol061001k

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


  13 in total

1.  Generation of singlet oxygen from fragmentation of monoactivated 1,1-dihydroperoxides.

Authors:  Jiliang Hang; Prasanta Ghorai; Solaire A Finkenstaedt-Quinn; Ilhan Findik; Emily Sliz; Keith T Kuwata; Patrick H Dussault
Journal:  J Org Chem       Date:  2012-01-23       Impact factor: 4.354

2.  Total synthesis of pinnatoxins A and G and revision of the mode of action of pinnatoxin A.

Authors:  Romulo Araoz; Denis Servent; Jordi Molgó; Bogdan I Iorga; Carole Fruchart-Gaillard; Evelyne Benoit; Zhenhua Gu; Craig Stivala; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2011-06-17       Impact factor: 15.419

3.  Synthesis and reactivity of alkyl-1,1,1-trisphosphonate esters.

Authors:  Jacqueline P Smits; David F Wiemer
Journal:  J Org Chem       Date:  2011-10-04       Impact factor: 4.354

4.  A cope rearrangement-based route to hexahydroazulenes.

Authors:  Curtis A Seizert; Valentina D Bumbu; Vladimir B Birman
Journal:  Org Lett       Date:  2010-08-06       Impact factor: 6.005

5.  Ozonolysis of unsaturated organotrifluoroborates.

Authors:  Gary A Molander; David J Cooper
Journal:  J Org Chem       Date:  2007-04-05       Impact factor: 4.354

6.  Synthesis of chemically edited derivatives of the endogenous regulator of inflammation 9-PAHSA.

Authors:  Huijing Wang; Tina Chang; Srihari Konduri; Jianbo Huang; Alan Saghatelian; Dionicio Siegel
Journal:  J Antibiot (Tokyo)       Date:  2019-04-15       Impact factor: 2.649

7.  Stereochemistry of Endogenous Palmitic Acid Ester of 9-Hydroxystearic Acid and Relevance of Absolute Configuration to Regulation.

Authors:  Andrew T Nelson; Matthew J Kolar; Qian Chu; Ismail Syed; Barbara B Kahn; Alan Saghatelian; Dionicio Siegel
Journal:  J Am Chem Soc       Date:  2017-03-28       Impact factor: 15.419

8.  Pyridine is an organocatalyst for the reductive ozonolysis of alkenes.

Authors:  Rachel Willand-Charnley; Thomas J Fisher; Bradley M Johnson; Patrick H Dussault
Journal:  Org Lett       Date:  2012-04-18       Impact factor: 6.005

9.  Functionalization of organotrifluoroborates: reductive amination.

Authors:  Gary A Molander; David J Cooper
Journal:  J Org Chem       Date:  2008-04-16       Impact factor: 4.354

10.  Studies toward the synthesis of spirolides: assembly of the elaborated E-ring fragment.

Authors:  Craig E Stivala; Armen Zakarian
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.