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Tetrahedron

Total synthesis of (+)-Z-deoxypukalide, a furanobutenolide-based cembranoid isolated from the pacific octocoral Leptogorgia spp.

B Tang, CD Bray, G Pattenden, J Rogers

文献索引:Tang, Bencan; Bray, Christopher D.; Pattenden, Gerald; Rogers, Joseph Tetrahedron, 2010 , vol. 66, # 13 p. 2492 - 2500

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被引用次数: 24

摘要

A total synthesis of (+)-Z-deoxypukalide 3 using a combination of Stille and Nozaki–Hiyama– Kishi (NHK) coupling reactions as key steps, is described. During this study a new practical synthesis of the substituted butenolide intermediate 10, based on a combination of RCM and CM reactions from the cyclobutene ester 21 in the presence of 2-methylpropenol was also developed. Attempts to apply the intramolecular NHK reaction to the substrates 8a and 8b ...