TANDEM MANGANESE(III)-BASED OXIDATIVE FREE-RADICAL CYCLIZATIONS TERMINATED BY ADDITION TO FURANS. FORMAL SYNTHESIS OF 15-ACETOXYPALLESCENSIN-A

Barry B Snider; Sean M O'Hare

doi:10.1081/SCC-100108225

Back

TANDEM MANGANESE(III)-BASED OXIDATIVE FREE-RADICAL CYCLIZATIONS TERMINATED BY ADDITION TO FURANS. FORMAL SYNTHESIS OF 15-ACETOXYPALLESCENSIN-A

Journal article

Peer reviewed

TANDEM MANGANESE(III)-BASED OXIDATIVE FREE-RADICAL CYCLIZATIONS TERMINATED BY ADDITION TO FURANS. FORMAL SYNTHESIS OF 15-ACETOXYPALLESCENSIN-A

Barry B Snider and Sean M O'Hare

Synthetic communications, Vol.31(24), pp.3753-3758

01/01/2001

DOI: https://doi.org/10.1081/SCC-100108225

Abstract

Reaction of β-keto ester 12 with 2 equiv. of Mn(OAc)32H2O in KOAc-buffered MeOH followed by acidic workup afforded 51% of tricyclic furan 14 indicating that oxidative cyclizations can be terminated by addition to furans. Reduction of 14 with LAH provided 7, completing a five-step formal synthesis of 15-acetoxypallescensin-A.

Metrics

17 Record Views

Details

Title: TANDEM MANGANESE(III)-BASED OXIDATIVE FREE-RADICAL CYCLIZATIONS TERMINATED BY ADDITION TO FURANS. FORMAL SYNTHESIS OF 15-ACETOXYPALLESCENSIN-A
Creators: Barry B Snider - Department of Chemistry , Brandeis University
Sean M O'Hare - Department of Chemistry , Brandeis University
Publication Details: Synthetic communications, Vol.31(24), pp.3753-3758
Publisher: Taylor & Francis Group
Identifiers: 9924012818401921
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

TANDEM MANGANESE(III)-BASED OXIDATIVE FREE-RADICAL CYCLIZATIONS TERMINATED BY ADDITION TO FURANS. FORMAL SYNTHESIS OF 15-ACETOXYPALLESCENSIN-A

Abstract

Metrics

Details

Brandeis University Social media