Enantioselective Direct Aldol Reactions Catalyzed by Cinchonine‐derived Prolinamides | Zendy

ZHAO Jing | Zendy; CHEN Aijun | Zendy; LIU Quanzhong | Zendy

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Enantioselective Direct Aldol Reactions Catalyzed by Cinchonine‐derived Prolinamides

Author(s) -

ZHAO Jing,

CHEN Aijun,

LIU Quanzhong

Publication year - 2009

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.200990158

Subject(s) - cinchonine , chemistry , aldol reaction , enantioselective synthesis , yield (engineering) , catalysis , organic chemistry , materials science , metallurgy

Highly enantioselective aldol reactions catalyzed by cinchonine‐derived prolinamides are reported. Both cyclic and acyclic ketones were reacted with various aldehydes furnishing the desired aldol products in up to 90% yield with excellent enantioselectivities (up to 95%) and moderate diastereoselectivities (up to 3.6/1) in the case of cyclic ketones. A possible mechanism that elucidates the excellent observed enantioselectivities is presented.

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