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A parallel preparation of a bicyclic N-chiral amine library and its use for chiral catalyst screening

✍ Scribed by Yasuhiro Uozumi; Kanako Mizutani; Shin-ichi Nagai

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 163 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01975-4

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✦ Synopsis

A parallel library of optically active bicyclic tertiary amines bearing N-chiral bridgehead nitrogen atoms was readily prepared by condensation of primary amines, cyclic amino acids and aldehydes. The enantiocontrolling ability of each of the library members was examined for the asymmetric alkylation of benzaldehyde with diethylzinc, and (3R,6R,7aS)-(2,3-diphenyl-6hydroxy)hexahydro-1H-pyrrolo[1,2-c]imidazol-1-one, which contains a b-amino alcohol unit, showed high enantioselectivity.

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