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Synthesis 2013; 45(8): 1034-1038
DOI: 10.1055/s-0032-1316861
DOI: 10.1055/s-0032-1316861
paper
Concise Total Synthesis of Helicascolides A, B, and C
Further Information
Publication History
Received: 15 December 2012
Accepted after revision: 05 February 2013
Publication Date:
14 March 2013 (online)
Abstract
The concise total synthesis of helicascolides A, B, and C has been achieved in seven steps starting from commercially available tiglic aldehyde [(E)-2,3-dimethylacrylaldehyde]. Oppolzer’s sultam aldol, Mukaiyama aldol, and Dess–Martin periodinane oxidation reactions are the key steps involved in the target synthesis.
Key words
helicascolides A, B, and C - lactones - antifungal agents - asymmetric aldol reactions - total synthesisSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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For our contributions on lactone-containing molecules, see: