1312136-34-7Relevant academic research and scientific papers
Stereoselective total synthesis of rubrenolide and rubrynolide
Madda, Jyothi,Khandregula, Srinivasu,Bandari, Sampath Kumar,Kommu, Nagaiah,Yadav, Jhillu Singh
, p. 1494 - 1500 (2015/01/09)
The stereoselective total synthesis of rubrenolide and rubrynolide has been accomplished successfully. The synthetic strategy involves Evans alkylation and asymmetric CBS reduction to establish the required stereogenic centers. Other key steps involve Hor
Synthesis of the C7-26 fragment of amphidinolides G and H
Hara, Akihiro,Morimoto, Ryo,Ishikawa, Yuichi,Nishiyama, Shigeru
, p. 4036 - 4039 (2011/10/04)
A new approach to the synthesis of the C7-26 fragment of amphidinolides G and H was developed. In the sequence, the C7-18 portion of this fragment was synthesized using an acetylide coupling protocol, while an Evans alkylation and Sharpless asymmetric dihydroxylation were employed as key steps in construction of the C19-26 subfragment. Finally, both of these units were joined by utilizing an aldol coupling reaction to produce the target C7-26 fragment in good yield.
Synthesis of key fragments of amphidinolide Q - A cytotoxic 12-membered macrolide
Kawa, Kohei,Hara, Akihiro,Ishikawa, Yuichi,Nishiyama, Shigeru
experimental part, p. 5422 - 5436 (2011/09/20)
β-Hydroxy aldehyde and alkyl ketone moieties were effectively synthesized as key intermediates of amphidinolide Q, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp.. The asymmetric center of the former derivative was produced by Sharpless asymmetric epoxidation, followed by E-selective 1,4-addition to give the sp2 methyl group. Derivatization of the L-ascorbic acid derivative by Evans asymmetric alkylation and Peterson olefination provided the latter intermediate. The coupling reaction of the segments was examined.
