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Development of a New Spiro‐BOX Ligand and Its Application in Highly Enantioselective Palladium‐Catalyzed Cyclization of 2‐Iodoanilines with Allenes
Author(s) -
Shu Wei,
Yu Qiong,
Ma Shengming
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900607
Subject(s) - enantioselective synthesis , chemistry , palladium , ligand (biochemistry) , enantiomer , optically active , catalysis , combinatorial chemistry , enantiomeric excess , organic chemistry , stereochemistry , receptor , biochemistry
In this communication, we report the synthesis of a new chiral spiro‐bisoxazoline ligand, i.e., β‐naphthylmethyl‐substituted spiro‐BOX [( R a , S , S )‐ L7 ] and have successfully applied it to the palladium‐catalyzed enantioselective cyclization reaction of simple allenes with o ‐aminoiodobenzenes, affording highly optically active 3‐alkylideneindolines in good yields with excellent enantiomeric excesses.