Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
Total Synthesis of the Gilvocarcins
Keisuke SuzukiTakashi MatsumotoTakamitsu Hosoya
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1995 Volume 53 Issue 11 Pages 1045-1054

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Abstract

This account describes our synthesis of the gilvocarcin-class aryl C-glycoside antibiotics. Particular attention has been given to the strategies and tactics developed during the study, which include (1) regio-and stereocontrolled aryl C-glycoside formation, and (2) regioselective [4 + 2] cycloaddition of 2-methoxyfuran with a sugar-bearing benzyne. A new method for the efficient generation of benzyne species at low temperature is also discussed.

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© The Society of Syhthetic Organic Chemistry, Japan
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