Tetrahedron

Pd (II)-catalyzed asymmetric Wacker-type cyclization for the preparation of 2-vinylchroman derivatives with biphenyl tetraoxazoline ligands

Q Liu, K Wen, Z Zhang, Z Wu, YJ Zhang, W Zhang

Index: Liu, Qingchuan; Wen, Ke; Zhang, Zhenfeng; Wu, Zhengxing; Zhang, Yong Jian; Zhang, Wanbin Tetrahedron, 2012 , vol. 68, # 26 p. 5209 - 5215

Full Text: HTML

Citation Number: 16

Abstract

This article describes an efficient method for the preparation of chiral chroman derivatives by the Pd (II)-catalyzed asymmetric Wacker-type cyclization using a chelation-induced axially chiral tetraoxazoline ligand. Under the optimized conditions, up to 80% yield and up to 92% ee were obtained. This is the first example to utilize o-trisubstituted 3-butenylphenols as substrates in such transformation.