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A New Non‐Cross‐Linked Polystyrene Supported 2‐Phenylimino‐2‐oxazolidine Chiral Auxiliary: Synthesis and Application in Asymmetric Alkylation Reactions
Author(s) -
Hu FuQiang,
Xia DeXin,
Lu CuiFen,
Chen ZuXing,
Yang GuiChun
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000981
Subject(s) - chemistry , oxazolidine , alkylation , chiral auxiliary , polystyrene , stereoselectivity , yield (engineering) , enantioselective synthesis , organic chemistry , polymer , combinatorial chemistry , catalysis , materials science , metallurgy
The synthesis of novel non‐cross‐linked polystyrene supported 2‐phenylimino‐2‐oxazolidine is described, and its use as a chiral auxiliary in asymmetric alkylation reactions is demonstrated by the synthesis of several chiral amides (>96 % ee ). Furthermore, recovery and recycling of the polymer‐supported chiral auxiliary were successfully achieved without appreciable reduction in the yield or stereoselectivity.