Asymmetric Desymmetrization of the Diallyl Acetals of Alkynals by the Enantioselective Pauson–Khand‐Type Reaction Catalysts | Zendy

Kim Dong Eun | Zendy; Lee Bo Hyung | Zendy; Rajagopalasarma Mudigonda | Zendy; Genêt JeanPierre | Zendy; RatovelomananaVidal Virginie | Zendy; Jeong Nakcheol | Zendy

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

Author(s) -

Kim Dong Eun,

Lee Bo Hyung,

Rajagopalasarma Mudigonda,

Genêt JeanPierre,

RatovelomananaVidal Virginie,

Jeong Nakcheol

Publication year - 2008

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200800514

Subject(s) - desymmetrization , chemistry , enantioselective synthesis , diastereomer , catalysis , enantiomer , hydrolysis , organic chemistry , pauson–khand reaction , medicinal chemistry , stereochemistry

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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