Diastereoselective Cyclization of 6-Octen-1-als with Rhodium(I)-Complex
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概要
- 論文の詳細を見る
In Rh(I) (Wilkinson)-catalyzed cyclization of 6-octen-1-als, the formation of cis-cyclohexanols is in contrast to Lewis acid-catalyzed cyclization, which affords predominantly the trans-cyclohexanols. However, 6-octen-1-als with a cyclic acetal (1,3-dioxane or 1,3-dioxolane) at the C_3-position were stereoselectively cyclized to only the trans-products.The aldehyde with a chiral protecting group ((4R, 6R)-dimethyl-1,3-dioxane with the C_2-axis) at the C_3-position was diastereoselectively cyclized to the trans-cyclohexanol, and on a basis of the absolute stereochemistry of the cyclized product, the cyclization mechanism is tentatively proposed. The effect of 4R-methyl-1,3-dioxane at the C_3-position was also examined.
- 社団法人日本薬学会の論文
- 1989-07-25
著者
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酒井 浄
Faculty of Pharmaceutical Sciences, Kyushu University
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酒井 浄
Faculty Of Pharmaceutical Sciences Kyushu University
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舟越 和久
九大薬
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舟越 和久
Faculty of Pharmaceutical Sciences, Kyushu University
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東郷 暢子
Faculty of pharmaceutical Sciences, Kyushu University
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田浦 ゆかり
Faculty of Pharmaceutical Sciences, Kyushu University
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舟越 和久
Faculty Of Pharmaceutical Sciences Kyushu University
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東郷 暢子
Faculty Of Pharmaceutical Sciences Kyushu University
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田浦 ゆかり
Faculty Of Pharmaceutical Sciences Kyushu University
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