1392829-07-0Relevant academic research and scientific papers
Stereoselective Synthesis of the Proposed C79-C104 Fragment of Symbiodinolide
Takamura, Hiroyoshi,Fujiwara, Takayuki,Kawakubo, Yohei,Kadota, Isao,Uemura, Daisuke
supporting information, p. 1979 - 1983 (2016/02/09)
Stereoselective and streamlined synthesis of the proposed C79-C104 fragment 2 of symbiodinolide (1), a polyol marine natural product with a molecular weight of 2860, was achieved. In the synthetic route, the proposed C79-C104 fragment 2 was synthesized by utilizing a Julia-Kocienski olefination and subsequent Sharpless asymmetric dihydroxylation as key transformations in a convergent manner. Detailed comparison of the 13C NMR chemical shifts between the natural product and the synthetic C79-C104 fragment 2 revealed that the stereostructure at the C91-C99 carbon chain moiety of symbiodinolide (1) should be reinvestigated.
Stereoselective synthesis of the C94-C104 fragment of symbiodinolide
Takamura, Hiroyoshi,Tsuda, Kosuke,Kawakubo, Yohei,Kadota, Isao,Uemura, Daisuke
, p. 4317 - 4319 (2012/09/22)
Stereoselective synthesis of the C94-C104 fragment of symbiodinolide which is a polyol marine natural product with a molecular weight of 2860 has been accomplished. The synthetic route features Achmatowicz rearrangement and RuO4-catalyzed dihydroxylation for the construction of the tetrahydropyran moiety and the dithiane addition to the aldehyde for the introduction of the side chain.
