Asymmetric 1,3-dipolar cycloadditions of acrylamides

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TY  - JOUR
  - Review Articles
  - Kissane, M,Maguire, AR
  - 2010
  - January
  - Asymmetric 1,3-dipolar cycloadditions of acrylamides
  - Validated
  - 1
  - ()
  - NITRILE OXIDE CYCLOADDITIONS CHIRAL AZOMETHINE YLIDES ELECTRON-DEFICIENT DIPOLAROPHILES ENANTIOSELECTIVE TOTAL SYNTHESIS CONVERGENT FUNCTIONAL-GROUPS X=Y-ZH COMPOUNDS DIELS-ALDER CATALYZED 1,3-DIPOLAR LEWIS-ACID STEREOSELECTIVE-SYNTHESIS
  - This critical review, which is relevant to researchers in synthetic organic chemistry, focuses on asymmetric 1,3-dipolar cycloadditions with acrylamides. The use of chiral acrylamides as dipolarophiles leads to high levels of stereocontrol, due to conformational constraint in the acrylamides. Employment of chiral tertiary acrylamides containing nitrogen heterocycles is particularly effective in controlling the stereoselectivity. Following a general overview of 1,3-dipolar cycloadditions, the main body of the review focuses on asymmetric 1,3-dipolar cycloadditions of acrylamides with nitrile oxides, nitrones, diazoalkanes and azomethine ylides, with particular emphasis on the rationale for the observed stereocontrol (215 references).
  - 845
  - 883
  - DOI 10.1039/b909358n
DA  - 2010/01
ER  - 
@article{V160957120,
   = {Review Articles},
   = {Kissane,  M and Maguire,  AR },
   = {2010},
   = {January},
   = {Asymmetric 1,3-dipolar cycloadditions of acrylamides},
   = {Validated},
   = {1},
   = {()},
   = {NITRILE OXIDE CYCLOADDITIONS CHIRAL AZOMETHINE YLIDES ELECTRON-DEFICIENT DIPOLAROPHILES ENANTIOSELECTIVE TOTAL SYNTHESIS CONVERGENT FUNCTIONAL-GROUPS X=Y-ZH COMPOUNDS DIELS-ALDER CATALYZED 1,3-DIPOLAR LEWIS-ACID STEREOSELECTIVE-SYNTHESIS},
   = {{This critical review, which is relevant to researchers in synthetic organic chemistry, focuses on asymmetric 1,3-dipolar cycloadditions with acrylamides. The use of chiral acrylamides as dipolarophiles leads to high levels of stereocontrol, due to conformational constraint in the acrylamides. Employment of chiral tertiary acrylamides containing nitrogen heterocycles is particularly effective in controlling the stereoselectivity. Following a general overview of 1,3-dipolar cycloadditions, the main body of the review focuses on asymmetric 1,3-dipolar cycloadditions of acrylamides with nitrile oxides, nitrones, diazoalkanes and azomethine ylides, with particular emphasis on the rationale for the observed stereocontrol (215 references).}},
  pages = {845--883},
   = {DOI 10.1039/b909358n},
  source = {IRIS}
}
OTHER_PUB_TYPEReview Articles
AUTHORSKissane, M,Maguire, AR
YEAR2010
MONTHJanuary
TITLEAsymmetric 1,3-dipolar cycloadditions of acrylamides
RESEARCHER_ROLE
STATUSValidated
PEER_REVIEW1
TIMES_CITED()
SEARCH_KEYWORDNITRILE OXIDE CYCLOADDITIONS CHIRAL AZOMETHINE YLIDES ELECTRON-DEFICIENT DIPOLAROPHILES ENANTIOSELECTIVE TOTAL SYNTHESIS CONVERGENT FUNCTIONAL-GROUPS X=Y-ZH COMPOUNDS DIELS-ALDER CATALYZED 1,3-DIPOLAR LEWIS-ACID STEREOSELECTIVE-SYNTHESIS
REFERENCE
ABSTRACTThis critical review, which is relevant to researchers in synthetic organic chemistry, focuses on asymmetric 1,3-dipolar cycloadditions with acrylamides. The use of chiral acrylamides as dipolarophiles leads to high levels of stereocontrol, due to conformational constraint in the acrylamides. Employment of chiral tertiary acrylamides containing nitrogen heterocycles is particularly effective in controlling the stereoselectivity. Following a general overview of 1,3-dipolar cycloadditions, the main body of the review focuses on asymmetric 1,3-dipolar cycloadditions of acrylamides with nitrile oxides, nitrones, diazoalkanes and azomethine ylides, with particular emphasis on the rationale for the observed stereocontrol (215 references).
PUBLISHER_LOCATION
PUBLISHER
EDITORS
ISBN_ISSN
EDITION
URL
START_PAGE845
END_PAGE883
DOI_LINKDOI 10.1039/b909358n
FUNDING_BODY
GRANT_DETAILS