Synthesis of anti-tubercular marine alkaloids denigrins A and B

Milandip Karak, Tohru Oishi, Kohei Torikai

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The first synthesis of anti-tubercular marine alkaloids denigrins A and B were accomplished in three and five steps and 62% and 31% overall yields respectively, from maleic anhydride. The key features of the synthesis include efficient Mizoroki-Heck reaction, geometry-controlled vinylogous aldol condensation, and one-pot lactamization. The synthesis first demonstrates the serviceability of maleic anhydride in palladium-catalyzed cross-coupling reactions with diaryliodonium salt.

Original languageEnglish
Pages (from-to)2800-2803
Number of pages4
JournalTetrahedron Letters
Volume59
Issue number29
DOIs
Publication statusPublished - Jul 18 2018

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Maleic Anhydrides
Alkaloids
Cross Reactions
Palladium
Salts
Condensation
Geometry
denigrin A
denigrin B
3-hydroxybutanal

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthesis of anti-tubercular marine alkaloids denigrins A and B. / Karak, Milandip; Oishi, Tohru; Torikai, Kohei.

In: Tetrahedron Letters, Vol. 59, No. 29, 18.07.2018, p. 2800-2803.

Research output: Contribution to journalArticle

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