Indole diterpenoid synthetic studies. The total synthesis of (+)-nodulisporic acid F

Amos B. Smith; Akin H. Davulcu; László Kürti

doi:10.1021/ol060290+

Indole diterpenoid synthetic studies. The total synthesis of (+)-nodulisporic acid F

Amos B. Smith, Akin H. Davulcu, László Kürti

Biochemistry

Research output: Contribution to journal › Article › peer-review

40 Scopus citations

Abstract

A stereocontrolled total synthesis of (+)-nodulisporic acid F, the simplest member of a family of novel ectoparasiticidal agents, has been achieved. Highlights of the effective modular synthetic strategy include anionic union of a tricyclic lactone with o-toluidine via our 2-substituted indole synthetic protocol, an optimized C-ring construction protocol, and a late-stage installation of the α,β-unsaturated carboxylic acid side chain via the B-alkyl Suzuki-Miyaura cross-coupling tactic.

Original language	English (US)
Pages (from-to)	1665-1668
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	8
DOIs	https://doi.org/10.1021/ol060290+
State	Published - Apr 13 2006

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol060290+

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abstract = "A stereocontrolled total synthesis of (+)-nodulisporic acid F, the simplest member of a family of novel ectoparasiticidal agents, has been achieved. Highlights of the effective modular synthetic strategy include anionic union of a tricyclic lactone with o-toluidine via our 2-substituted indole synthetic protocol, an optimized C-ring construction protocol, and a late-stage installation of the α,β-unsaturated carboxylic acid side chain via the B-alkyl Suzuki-Miyaura cross-coupling tactic.",

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Indole diterpenoid synthetic studies. The total synthesis of (+)-nodulisporic acid F

Abstract

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