Enantioselective synthesis of bicyclo3.n.1alkanes by chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations

2,2-Disubstituted cyclic 1,3-diketones containing a tethered electron-deficient alkene undergo chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations to give bridged bicyclic products in high enantioselectivities. Both bicyclo[3.2.1]octanes and bicyclo[3.3.1]nonanes are accessible usin...

Full description

Saved in:
Bibliographic Details
Published inChemical science (Cambridge) Vol. 6; no. 6; p. 3550
Main Authors Burns, Alan R, Madec, Amaël G E, Low, Darryl W, Roy, Iain D, Lam, Hon Wai
Format Journal Article
LanguageEnglish
Published 01.06.2015
Online AccessGet full text
ISSN2041-6520
DOI10.1039/c5sc00753d

Cover

More Information
Summary:2,2-Disubstituted cyclic 1,3-diketones containing a tethered electron-deficient alkene undergo chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations to give bridged bicyclic products in high enantioselectivities. Both bicyclo[3.2.1]octanes and bicyclo[3.3.1]nonanes are accessible using this methodology.2,2-Disubstituted cyclic 1,3-diketones containing a tethered electron-deficient alkene undergo chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations to give bridged bicyclic products in high enantioselectivities. Both bicyclo[3.2.1]octanes and bicyclo[3.3.1]nonanes are accessible using this methodology.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
content type line 23
ObjectType-Feature-2
ISSN:2041-6520
DOI:10.1039/c5sc00753d