Studies towards the  Leucetta ‐Derived Alkaloids Spirocalcaridine A and B – Possible Biosynthetic Implications | Zendy

Koswatta Panduka B. | Zendy; Das Jayanta | Zendy; Yousufuddin Muhammed | Zendy; Lovely Carl J. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Studies towards the Leucetta ‐Derived Alkaloids Spirocalcaridine A and B – Possible Biosynthetic Implications

Author(s) -

Koswatta Panduka B.,

Das Jayanta,

Yousufuddin Muhammed,

Lovely Carl J.

Publication year - 2015

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201403650

Subject(s) - chemistry , methylamine , formamide , electrophile , formamides , stereochemistry , aryl , catalysis , organic chemistry , alkyl

An exploration of an abiotic approach to spirocalcaridines A and B is described centered on electrophile‐induced dearomatizing spirocyclization of aryl enyne derivatives. Elaboration of the α‐iodoenone through an Ullmann‐like, copper‐catalyzed amidation provided a formamide, which upon treatment with methylamine undergoes a dienol‐arene rearrangement to provide the corresponding kealiinine‐like framework. This observation suggests a possible biosynthetic links between the spirocalcaridine and naphthimidazole group of Leucetta alkaloids.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research