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Asymmetric Synthesis of a New Salen Type‐titanium Complex as the Catalyst for Asymmetric Trimethylsilylcyanation of Aldehydes
Author(s) -
Lin ZhengChang,
Chen Chinpiao
Publication year - 2010
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201000101
Subject(s) - chemistry , norbornane , curtius rearrangement , catalysis , ligand (biochemistry) , enantioselective synthesis , branching (polymer chemistry) , titanium , stereochemistry , organic chemistry , polymer chemistry , receptor , biochemistry
This work describes the asymmetric synthesis of a new salen‐type ligand via a Diels‐Alder reaction and Curtius rearrangement. The ligand with a norbornane skeleton was used in the trimethylsilylcyanation of aldehydes, but the enantioselectivity was 55%ee. The norborane skeleton was cleaved to destroy this rigidity, and the eanatioselectivity was thereby increased to 85%ee.