Chiral Scandium‐Catalysed Enantioselective Ring‐Opening of  meso ‐Epoxides with N‐Heterocycle, Alcohol and Thiol Derivatives in Water | Zendy

Boudou Marine | Zendy; Ogawa Chikako | Zendy; Kobayashi Shū | Zendy

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Chiral Scandium‐Catalysed Enantioselective Ring‐Opening of meso ‐Epoxides with N‐Heterocycle, Alcohol and Thiol Derivatives in Water

Author(s) -

Boudou Marine,

Ogawa Chikako,

Kobayashi Shū

Publication year - 2006

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.200600290

Subject(s) - chemistry , enantioselective synthesis , ring (chemistry) , scandium , alcohol , solvent , epoxide , ligand (biochemistry) , catalysis , thiol , organic chemistry , medicinal chemistry , stereochemistry , biochemistry , receptor

In the presence of catalytic amounts of Sc(OSO 3 C 12 H 25 ) 3 and a chiral bipyridine ligand, asymmetric ring‐opening of meso ‐epoxides with aromatic N‐heterocycles, an alcohol and thiols proceeded smoothly to afford the corresponding products in moderate to good yields (34–85 %) with high to excellent enantioselectivities (74–96 % ee ). Water was used as the sole and essential solvent in these important enantioselective transformations.

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