Total syntheses of (±)-cis- and (±)-trans-neocnidilides

Mahadevegowda, S H and Khan, Faiz Ahmed (2014) Total syntheses of (±)-cis- and (±)-trans-neocnidilides. Tetrahedron Letters, 55 (31). pp. 4400-4403. ISSN 0040-4039

Full text not available from this repository. (Request a copy)

Abstract

Total syntheses of two antimicrobial natural products (±)-cis- neocnidilide and (±)-trans-neocnidilide starting from a readily preparable cyclohexa[b]-fused 5-oxabicyclo[2.1.1]hexane derivative are presented. The diastereomeric tetrahydrofuran tricarboxylate epimers obtained from a BF3·OEt2 promoted Grob-type fragmentation of the oxa-bicycle derivative were converted into title natural products by employing pyridinium dichromate/acetic anhydride mediated bis-oxidative cleavage reaction.

[error in script]

IITH Creators:	IITH Creators ORCiD Khan, Faiz Ahmed UNSPECIFIED
Item Type:	Article
Uncontrolled Keywords:	Antimicrobial; Bis-oxidative cleavage; Grob-type fragmentation; Phthalides; Total synthesis
Subjects:	Chemistry
Divisions:	Department of Chemistry
Depositing User:	Team Library
Date Deposited:	02 Dec 2014 07:29
Last Modified:	21 Sep 2017 06:57
URI:	http://raiithold.iith.ac.in/id/eprint/1107
Publisher URL:	https://doi.org/10.1016/j.tetlet.2014.06.007
OA policy:	http://www.sherpa.ac.uk/romeo/issn/0040-4039/
Related URLs:	Google Scholar

Actions (login required)

View Item

Statistics for this ePrint Item