TY - JOUR
T1 - Asymmetric desymmetrization of the diallyl acetals of alkynals by the enantioselective Pauson-Khand-type reaction catalysts
AU - Dong, Eun Kim
AU - Bo, Hyung Lee
AU - Rajagopalasarma, Mudigonda
AU - Genêt, Jean Pierre
AU - Ratovelomanana-Vidal, Virginie
AU - Jeong, Nakcheol
PY - 2008/11/17
Y1 - 2008/11/17
N2 - Asymmetric desymmetrization of the di-allyl acetals of alkynal (1) by an enantioselective Pauson-Khand-type reaction catalyst was studied. The corresponding 5-oxabicyclo[3.3.0]octenones (2) were obtained as a mixture of diastereomers (2a and 2b), which were hydrolyzed to afford a single enantiomer (3), in high yields (up to 88%) as well as excellent enantioselectivities (up to 97%).
AB - Asymmetric desymmetrization of the di-allyl acetals of alkynal (1) by an enantioselective Pauson-Khand-type reaction catalyst was studied. The corresponding 5-oxabicyclo[3.3.0]octenones (2) were obtained as a mixture of diastereomers (2a and 2b), which were hydrolyzed to afford a single enantiomer (3), in high yields (up to 88%) as well as excellent enantioselectivities (up to 97%).
KW - Asymmetrric desymmetrization
KW - Atrop-isomeric ligands
KW - Enantioselective
KW - Pauson-Khand reaction
KW - Rhodium(I)
UR - http://www.scopus.com/inward/record.url?scp=56749174861&partnerID=8YFLogxK
U2 - 10.1002/adsc.200800514
DO - 10.1002/adsc.200800514
M3 - Article
AN - SCOPUS:56749174861
SN - 1615-4150
VL - 350
SP - 2695
EP - 2700
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
IS - 17
ER -