Bioorganic Chemistry of Alternaric Acid: Stereochemistry, Total Synthesis and Bioactivity.
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- Ichihara Akitami
- Department of Bioscience and Chemistry, Faculty of Agriculture, Hokkaido University
書誌事項
- タイトル別名
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- Bioorganic Chemistry of Alternaric Acid
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Absolute stereostructure of alternaric acid (1) has been determined by the synthesis of four diastereomers of the degradation product, which had been obtained in the course of structural studies. The key synthetic steps incorporated into the total synthesis of 1 were the Julia olefination of tertiary aldehyde 6 and phenylsulfone 7 and novel one pot construction of 3-acyl-4-hydroxy-5, 6-dehydro-2-pyrone 1b via Fries-type rearrangement of the O-enol acyl group of β-keto-δ-valerolactone toward the α-position of the δ-lactone. The structure-activity relationship of analogues of 1 and synthetic intermediates has been investigated.
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 53 (11), 975-986, 1995
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390001205276517632
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- NII論文ID
- 10001716190
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- NII書誌ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 3640576
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
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