Convergent syntheses of the WXYZ ring of maitotoxin and the HIJK ring of brevisulcenal-F

Naoya Osato, Hisaaki Onoue, Yoshiki Toma, Kohei Torikai, Makoto Ebine, Masayuki Satake, Tohru Oishi

研究成果: ジャーナルへの寄稿学術誌査読

8 被引用数 (Scopus)

抄録

A convergent method to construct the 6/7/6/6-tetracyclic ether system possessing contiguous angular methyl groups was developed. The key steps of the synthesis involve coupling of a lithium acetylide and an aldehyde, cyclodehydration of a hydroxy ketone to form a dihydropyran, ring expansion of a six-membered ring ketone into a seven-membered one, and methylation of a mixed-thioacetal. Based on this strategy, syntheses of the WXYZ ring of maitotoxin and the HIJK ring of brevisulcenal-F were achieved, and the stereochemistry of the HIJK ring of brevisulcenal-F was confirmed.

本文言語英語
ページ(範囲)265-268
ページ数4
ジャーナルChemistry Letters
47
3
DOI
出版ステータス出版済み - 2018

!!!All Science Journal Classification (ASJC) codes

  • 化学一般

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