A Stereoselective Total Synthesis of (9S)-9-Dihydroerythronolide A via Coupling between the Right-Half (C1-C6) Aldehyde and the Left-Half (C7-C15) Sulfoxide
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概要
- 論文の詳細を見る
As part of a study directed at the total synthesis of (9S)-9-dihydroerythronolide A, the C7-C15 sulfoxide, (2S, 3R, 4S, 5R, 6R, 7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylsulfinyl-2,4,6-trimethylnonane, was coupled with the C1-C6 aldehyde, (2R, 3S, 4S, 5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal, to give the C1-C15 hydroxysulfoxide, which was converted to the seco-acid via a stereocontrolled methylation at the C6 position. Macrocyclization of the seco-acid by Yamaguchi's method gave the 14-membered lactone, which was converted to (9S)-9-dihydroerythronolide A.
- 社団法人日本薬学会の論文
- 1989-05-25
著者
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及川 裕二
Faculty Of Pharmaceutical Sciences Hokkaido University
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米光 宰
岡山理大理
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米光 宰
Faculty of Pharmaceutical Sciences, Hokkaido University
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及川 裕二
北大薬
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米光 宰
Faculty Of Pharmaceutical Sciences Hokkaido University
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西 孝夫
Third Institute of New Drug Research Otsuka Pharmaceutical Co., Ltd.,
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西 孝夫
Third Institute Of New Drug Research Otsuka Pharmaceutical Co. Ltd.
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利根 斉
Faculty of Pharmaceutical Sciences, Hokkaido University
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西 孝夫
Faculty of Pharmaceutical Sciences, Hokkaido University
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彦田 匡毅
Faculty of Pharmaceutical Sciences, Hokkaido University
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彦田 匡毅
北大薬
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Nishi Takao
Third Institute Of New Drug Research Otsuka Pharmaceutical Co. Ltd.
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利根 斉
Faculty Of Pharmaceutical Sciences Hokkaido University
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