Tetrahedron Letters

First total synthesis of tenuifolin via PIFA mediated oxidative biaryl coupling

C Tang, Z Li, Y Wang, J Xu, L Kong, H Yao, X Wu

Index: Tang, Changhua; Li, Ziyuan; Wang, Yiyun; Xu, Jinyi; Kong, Lingyi; Yao, Hequan; Wu, Xiaoming Tetrahedron Letters, 2011 , vol. 52, # 26 p. 3275 - 3278

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Citation Number: 5

Abstract

Abstract The first total synthesis of a sesquiterpenoid, tenuifolin, was achieved in seven linear steps. Phenyliodine (III) bis (trifluoacetate)(PIFA) mediated oxidative biaryl coupling was employed as a key step to construct the central seven-membered ring with a double bond. The double bond formation was also exploited.