A convenient approach to total synthesis of synargentolide-B from l-ascorbic acid and d-ribose

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• 作者：Saidulu Konda ; K. Bhaskar ; Lingaiah Nagarapu ; Dattatray M. Akkewar ; ^{dattatray.akkewar@gmail.com" class="auth_mail}
• 关键词：Bestmann&ndash ; Ohira reaction ; Zinc allylation ; Ring closing-metathesis ; Cross-metathesis
• 刊名：Tetrahedron Letters
• 出版年：7 May 2014
• 年：2014
• 卷：55
• 期：19
• 页码：3087-3089
• 全文大小：592 K

文摘

A convenient and practical approach for the total synthesis of naturally occurring lactone synargentolide-B has been accomplished in 14 steps from the commercially available l-ascorbic acid and d-ribose involving Bestmann–Ohira reaction, zinc mediated allylation, ring closing-metathesis, and cross-metathesis reactions. The highlight of our strategy describes a one-pot reaction involving stereoselective addition of allylzinc reagent and selective reduction of terminal alkyne to obtain the key advanced intermediates.