A New Non‐Cross‐Linked Polystyrene Supported 2‐Phenylimino‐2‐oxazolidine Chiral Auxiliary: Synthesis and Application in Asymmetric Alkylation Reactions | Zendy

Hu FuQiang | Zendy; Xia DeXin | Zendy; Lu CuiFen | Zendy; Chen ZuXing | Zendy; Yang GuiChun | Zendy

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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.

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