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Asymmetric Desymmetrization of the Diallyl Acetals of Alkynals by the Enantioselective Pauson-Khand-Type Reaction Catalysts

Authors
Kim, Dong EunLee, Bo HyungRajagopalasarma, MudigondaGenet, Jean-PierreRatovelomanana-Vidal, VirginieJeong, Nakcheol
Issue Date
11월-2008
Publisher
WILEY-V C H VERLAG GMBH
Keywords
asymmetrric desymmetrization; atropisomeric ligands; enantioselective; Pauson-Khand reaction; rhodium(I)
Citation
ADVANCED SYNTHESIS & CATALYSIS, v.350, no.17, pp.2695 - 2700
Indexed
SCIE
SCOPUS
Journal Title
ADVANCED SYNTHESIS & CATALYSIS
Volume
350
Number
17
Start Page
2695
End Page
2700
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/122432
DOI
10.1002/adsc.200800514
ISSN
1615-4150
Abstract
Asymmetric desymmetrization of the diallyl 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%).
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