An efficient and mild synthetic strategy for the total synthesis of selaginpulvilin D has been reported. A highly chemoselective enyne-alkyne dehydro Diels-Alder reaction has been employed for the construction of the tricyclic fluorene framework present in the natural product selaginpulvilin D. An improved overall yield (10.5%) has been achieved for selaginpulvilin D, starting from commercially available m-anisaldehyde in 9 linear, operationally simple synthetic transformations.
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Mitsubishi Tanabe Pharma Co Ltd, Tianjin, Peoples R ChinaWaseda Univ, Grad Sch Adv Sci & Engn, Dept Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, Japan
Utsugi, Masayuki
Iwamoto, Mitsuhiro
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Daiichi Sankyo Co Ltd, Tokyo, JapanWaseda Univ, Grad Sch Adv Sci & Engn, Dept Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, Japan
Iwamoto, Mitsuhiro
Hirai, Sho
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Nippon Shinyaku Co Ltd, Kyoto, JapanWaseda Univ, Grad Sch Adv Sci & Engn, Dept Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, Japan
Hirai, Sho
Kawada, Hatsuo
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Chugai Pharma Co Ltd, Tokyo, JapanWaseda Univ, Grad Sch Adv Sci & Engn, Dept Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, Japan
Kawada, Hatsuo
Nakada, Masahisa
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Waseda Univ, Grad Sch Adv Sci & Engn, Dept Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, JapanWaseda Univ, Grad Sch Adv Sci & Engn, Dept Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, Japan