Asymmetric synthesis of multifunctional aryl allyl ethers by nucleophilic catalysis

Shuai Zhao; Lei Jin; Zhi-Li Chen; Xue Rui; Jia-Yi He; Ran Xia; Ke Chen; Xiang-Xiang Chen; Zi-Jian Yin; Xin Chen

doi:10.1039/C9RA00155G

Asymmetric synthesis of multifunctional aryl allyl ethers by nucleophilic catalysis†

Shuai Zhao,

^a Lei Jin,^a Zhi-Li Chen,^a Xue Rui,^a Jia-Yi He,^a Ran Xia,^a Ke Chen,^a Xiang-Xiang Chen,^a Zi-Jian Yin^a and Xin Chen

*^a

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* Corresponding authors

^a School of Pharmaceutical Engineering & Life Science, Changzhou University, Changzhou, P. R. China
E-mail: Xinchen@cczu.edu.cn

Abstract

Asymmetric allylic substitution of Morita–Baylis–Hillman (MBH) carbonates with less-nucleophilic phenols mediated by nucleophilic amine catalysis was successfully developed. A variety of substituted aryl allyl ethers were afforded with moderate to high yields with excellent enantioselectivities. The chiral MBH alcohol could be easily accessed from the corresponding aryl allyl ether.

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Asymmetric synthesis of multifunctional aryl allyl ethers by nucleophilic catalysis†

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Asymmetric synthesis of multifunctional aryl allyl ethers by nucleophilic catalysis

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