IRIS publication 160957120
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 -
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@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} }
Data as stored in IRIS
OTHER_PUB_TYPE | Review Articles | ||
AUTHORS | Kissane, M,Maguire, AR | ||
YEAR | 2010 | ||
MONTH | January | ||
TITLE | Asymmetric 1,3-dipolar cycloadditions of acrylamides | ||
RESEARCHER_ROLE | |||
STATUS | Validated | ||
PEER_REVIEW | 1 | ||
TIMES_CITED | () | ||
SEARCH_KEYWORD | 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 | ||
REFERENCE | |||
ABSTRACT | 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). | ||
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START_PAGE | 845 | ||
END_PAGE | 883 | ||
DOI_LINK | DOI 10.1039/b909358n | ||
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