Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis and Absolute Configuration of Optically Pure (S)- and (R)-Diarylmethylamines
HIROSHI TAKAHASHIYUJI SUZUKITOSHIHIKO HORI
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Keywords: X-ray analysis
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1983 Volume 31 Issue 7 Pages 2183-2191

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Abstract
Optically pure (1S, 1'S)-1-aryl-N-2'-hydroxy-1'-isopropylethyl-1-phenylmethylamines (2a-c) were synthesized by the asymmetric reaction of (E)-(S)-N-(2-hydroxy-1-isopropylethyl) arylmethylideneamines (1a-c) with phenyllithium. On the other hand, optically pure (1R, 1'S)-configuration compounds (4a-c) were synthesized from (E)-(S)-N-(2-hydroxy-1-isopropylethyl) phenylmethylideneamine (3) and aryllithiums. Other optically pure compounds, (1R, 1'R)- and (1S, 1'R)-amines (2b and 4b), were also synthesized. The absolute configurations of these chiral amines were determined by using circular dichroism spectroscopy and X-ray analysis.
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© The Pharmaceutical Society of Japan
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