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New Chiral Schiff Base as a Tridentate Ligand for Catalytic Enantioselective Addition of Diethylzinc to Aldehydes

✍ Scribed by Tanaka, Takanori; Yasuda, Yorinobu; Hayashi, Masahiko


Book ID
120082956
Publisher
American Chemical Society
Year
2006
Tongue
English
Weight
51 KB
Volume
71
Category
Article
ISSN
0022-3263

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Secondary amines react with (IR,2S)-indene oxide 1 in a completely regioselective manner leading to trans-2-dialkylamino-l-indanols 4a-d in high yield. A Mitsunobu inversion via the corresponding p-nitrobenzoates, followed by reduction with DIBALH leads to the cis-2-dialkylamino-l-indanols 5a-d also