Asymmetric Formation of Allylic Amines with N‐Substituted Quaternary Stereocenters by Pd II ‐Catalyzed Aza‐Claisen Rearrangements | Zendy

Fischer Daniel F. | Zendy; Xin Zhuoqun | Zendy; Peters René | Zendy

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Asymmetric Formation of Allylic Amines with N‐Substituted Quaternary Stereocenters by Pd II ‐Catalyzed Aza‐Claisen Rearrangements

Author(s) -

Fischer Daniel F.,

Xin Zhuoqun,

Peters René

Publication year - 2007

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200702086

Subject(s) - stereocenter , allylic rearrangement , chemistry , claisen rearrangement , medicinal chemistry , catalysis , ferrocene , imidazoline receptor , stereochemistry , enantioselective synthesis , organic chemistry , biology , electrode , electrochemistry , endocrinology

With the ferrocene imidazoline palladacycle FIP‐Cl as precatalyst, quaternary N‐substituted stereocenters can be generated in an asymmetric aza‐Claisen rearrangement. Excellent enantioselectivities are obtained even if R and R′ have a similar or identical size (see scheme: e.g. 96 % ee for CH 3 /CD 3 ).

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