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Enantioresolution by the chiral phthalic acid method: Absolute configurations of substituted benzylic alcohols

✍ Scribed by Masashi Kosaka; Masataka Watanabe; Nobuyuki Harada

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
146 KB
Volume
12
Category
Article
ISSN
0899-0042

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✦ Synopsis

Substituted benzylic alcohols were enantioresolved by the chiral phthalic acid method as follows; 1) esterification of racemic alcohols with chiral phthalic acid, 2) separation of a diastereomeric mixture of the esters formed by HPLC on silica gel, and 3) recovery of enantiopure alcohols from the separated esters. The absolute configurations of chiral phthalic acid esters of benzylic alcohols were unambiguously determined by the X-ray crystallography using the campharsultam moiety as the internal standard of absolute configuration.

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