Total Syntheses of Ainsliadimer B and Gochnatiolides A and B | Zendy

Xia Dongliang | Zendy; Du Yu | Zendy; Yi Zhi | Zendy; Song Hao | Zendy; Qin Yong | Zendy

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Total Syntheses of Ainsliadimer B and Gochnatiolides A and B

Author(s) -

Xia Dongliang,

Du Yu,

Yi Zhi,

Song Hao,

Qin Yong

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201204292

Subject(s) - total synthesis , stereoselectivity , yield (engineering) , derivative (finance) , stereochemistry , chemistry , monomer , organic chemistry , polymer , materials science , catalysis , financial economics , metallurgy , economics

Oh my goch : The total syntheses of ainsliadimer B and gochnatiolides A and B from α‐santonin have been accomplished in 25 steps with approximately 1 % overall yield. A Diels–Alder reaction of natural dehydrozaluzanin C with a monomeric guaianolide derivative allows stereoselective assembly of a dimeric gochnatiolide‐type skeleton with the required stereochemistry and preinstalled functionalities for the synthesis of dimeric ainsliadimer B and gochnatiolides A and B (see scheme).

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