Issue 4, 2009

Tin triflate-mediated total synthesis of circumdatin F, sclerotigenin, asperlicin C, and other quinazolino[3,2-a][1,4]benzodiazepines

Abstract

Using tin triflate, as an effective Lewis acid, and microwaves, direct double cyclizations of bis(anthranilate)-containing tripeptide precursors to afford the total syntheses of 7-substituted quinazolino[3,2-a][1,4]benzodiazepinediones (1a–f), including natural productscircumdatin F (1a), sclerotigenin (1b), and asperlicin C (1c), were achieved with good overall isolated yields (23–62%).

Graphical abstract: Tin triflate-mediated total synthesis of circumdatin F, sclerotigenin, asperlicin C, and other quinazolino[3,2-a][1,4]benzodiazepines

Supplementary files

Article information

Article type
Communication
Submitted
11 Aug 2008
Accepted
22 Oct 2008
First published
19 Nov 2008

Chem. Commun., 2009, 445-447

Tin triflate-mediated total synthesis of circumdatin F, sclerotigenin, asperlicin C, and other quinazolino[3,2-a][1,4]benzodiazepines

M. Tseng, C. Lai, Y. Chu and Y. Chu, Chem. Commun., 2009, 445 DOI: 10.1039/B813880J

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