Stereoselective Synthesis of (+)-1,8-Di-epi- and (-)-1-epi-Swainsonine from an (S)-Pyroglutamic Acid Derivative
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概要
- 論文の詳細を見る
(+)-1,8-Di-epi-swainsonine (15) and (-)-1-epi-swainsonine (17) were synthesized stereoselectively from an (S)-pyroglutamic acid derivative (1a). A (2R, 3R, 4R)-3,4-dihydroxy-2-hydroxymethylpyrrolidine derivative (6a) was prepared by cis-dihydroxylation of an α, β-unsaturated lactam (2) followed by epimerization of the di-O-benzyl derivative (3b) as the key reactions. The diastereoselective allylation of the aldehyde 6b obtained from 6a and subsequent cyclization of 13 and 16 gave 15 and 17,respectively. It proved that 1,8-di-epi-swainsonine (15) is dextrorotatory.
- 公益社団法人日本薬学会の論文
- 1993-10-15
著者
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伊古田 暢夫
放射線医学総合研究所重粒子医科学センター
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伊古田 暢夫
National Institute of Padiological Sciences
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伊古田 暢夫
National Institute Of Radiological Sciences
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