- Synthesis and Absolute Configuration of Optically Pure (S)- and (R)-Diarylmethylamines
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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)-configration compounds (4a-c) were synthesized from (E)-(S)-N-(2-hydroxy-1-isopropylethyl)phenylmethylideneamine (3) and aryllithims.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. Keywords ---- absolute configuration; aryllithium; asymmetric reaction; chiral azomethine; Cotton effect; diarylmethylamine; optically pure amine; (S)-valinol; (R)-valinol; X-ray analysis
- Takahashi, Hiroshi,Suzuki, Yuiji,Hori, Toshihiko
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p. 2183 - 2191
(2007/10/02)
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