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An Efficient Method for Catalytic Asymmetric Reduction of Diketones and Application of Synthesis to Chiral 2,5‐Diphenylpyrrolidine and 2,5‐Diphenylthiolane
Author(s) -
Li Xiang,
Zhao Gang,
Cao WeiGuo
Publication year - 2006
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200690262
Subject(s) - chemistry , thioether , yield (engineering) , diol , reagent , stereoselectivity , catalysis , amine gas treating , combinatorial chemistry , enantioselective synthesis , borane , organic chemistry , materials science , metallurgy
Asymmetric reduction of diketones with borane reagents generated in situ using cheap and available NaBH 4 and SnCl 2 in the presence of ( S )‐(−)‐ α , α ‐diphenyl‐2‐pyrrolidinemethanol was successfully achieved to yield the corresponding chiral diols with excellent stereoselectivity and enantioselectivity. And the chiral diol was transformed into optically pure C 2 ‐symmetricl chiral amine or thioether.
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