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Chiral N -Acylethylenediamines as New Modular Ligands for the Catalytic Asymmetric Addition of Alkylzinc Reagents to Aldehydes

✍ Scribed by Sprout, Christopher M.; Seto, Christopher T.


Book ID
126913386
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
103 KB
Volume
68
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