Synlett

Formal total synthesis of benzylpedamide: The right half of (+)-pederin

D Liu, J Xue, Z Xie, L Wei, X Zhang, Y Li

Index: Liu, Degang; Xue, Jijun; Xie, Zhixiang; Wei, Liping; Zhang, Xianshu; Li, Ying Synlett, 2008 , # 10 p. 1526 - 1528

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Citation Number: 7

Abstract

Abstract The right half of (+)-pederin was synthesized through a convenient and efficient asymmetric synthesis in 14 steps with 8.3% overall yield. The key step was an iodine- induced heterocyclization to construct the pyran ring. The chiral centers were constructed separately via asymmetric allylation, substrate-controlled diastereoselective reactions, and Sharpless asymmetric dihydroxylation.