A Photoinduced Cyclization Cascade—Total Synthesis of (−)‐Leuconoxine | Zendy

Pfaffenbach Magnus | Zendy; Gaich Tanja | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

A Photoinduced Cyclization Cascade—Total Synthesis of (−)‐Leuconoxine

Author(s) -

Pfaffenbach Magnus,

Gaich Tanja

Publication year - 2015

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.201500656

Subject(s) - total synthesis , domino , enantioselective synthesis , cascade , indole alkaloid , chemistry , stereochemistry , radical cyclization , indole test , cascade reaction , organic chemistry , catalysis , chromatography

A protecting‐group‐free and enantioselective total synthesis of the monoterpenoid indole alkaloid (−)‐leuconoxine was accomplished. The key step comprises a novel photoinduced domino macrocyclization/transannular cyclization involving the Witkop cyclization, for which additional mechanistic evidence is provided. This process furnishes a diaza[5.5.6.6]fenestrane skeleton, which is a hitherto unprecedented structure element.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research