Determination of Ring Conformation in 1-Benzyl-1,2,3,4-tetrahydroisoquinolines and a New Synthesis of the Chiral Compounds
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概要
- 論文の詳細を見る
The conformation of the piperideine ring in 1-benzyl-1,2,3,4-tetrahydroisoquinolines was determined as ^2H_3 form with a pseudoaxial position of the 1-benzyl group by circular dichroism (CD) spectral comparison with 1-methyl-1,2,3,4-tetrahydroisoquinolines. The chiral center at C-1 of 1,2,3,4-tetrahydroisoquinoline (TIQ) was constructed in an unambiguous manner by applying a new method of TIQ synthesis utilizing the Pummerer reaction as a key step. Enantiomerically pure (R)- and (S)-1-methyl- and 1-benzyltetrahydroisoquinolines (1) were prepared starting from readily available chiral amines (2) in good overall yields.
- 公益社団法人日本薬学会の論文
- 1998-03-15
著者
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Takeda A
Racing Chemistry Laboratories
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佐野 武弘
昭和薬科大学
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佐野 武弘
Showa Pharmaceutical Univ. Tokyo Jpn
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SANO Takehiro
Showa College of Pharmaceutical Sciences
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TODA Jun
Showa College of Pharmaceutical Sciences
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Toda J
Showa Coll. Pharmaceutical Sci. Tokyo Jpn
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SHINOHARA Tatsumi
Racing Chemistry Laboratories
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TAKEDA Akira
Racing Chemistry Laboratories
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