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Asymmetric synthesis of multifunctional aryl allyl ethers by nucleophilic catalysis.

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.

SUBMITTER: Zhao S

PROVIDER: S-EPMC9063376 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Asymmetric synthesis of multifunctional aryl allyl ethers by nucleophilic catalysis.

Zhao Shuai S Jin Lei L Chen Zhi-Li ZL Rui Xue X He Jia-Yi JY Xia Ran R Chen Ke K Chen Xiang-Xiang XX Yin Zi-Jian ZJ Chen Xin X

RSC advances 20190412 20

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. ...[more]

PMID: 35520223

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