Enantioselective Construction of Chiral 2,3‐ cis ‐Dimethyldihydrobenzofuran with an All‐Carbon Quaternary Center: An Efficient Approach to (+)/(−)‐PI‐220 and (+)‐3‐ epi ‐Furaquinocin C | Zendy

Pu LiuYang | Zendy; Chen JiQiang | Zendy; Li MaoLin | Zendy; Li Yao | Zendy; Xie JianHua | Zendy; Zhou QiLin | Zendy

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Enantioselective Construction of Chiral 2,3‐ cis ‐Dimethyldihydrobenzofuran with an All‐Carbon Quaternary Center: An Efficient Approach to (+)/(−)‐PI‐220 and (+)‐3‐ epi ‐Furaquinocin C

Author(s) -

Pu LiuYang,

Chen JiQiang,

Li MaoLin,

Li Yao,

Xie JianHua,

Zhou QiLin

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201500952

Subject(s) - enantioselective synthesis , chemistry , kinetic resolution , intramolecular force , asymmetric hydrogenation , ruthenium , quaternary carbon , catalysis , stereochemistry , palladium , asymmetric carbon , combinatorial chemistry , optically active , medicinal chemistry , organic chemistry

A new strategy for the enantioselective construction of chiral 2,3‐ cis ‐dimethyldihydrobenzofurans has been developed by a ruthenium‐catalyzed asymmetric hydrogenation of racemic α‐aryloxybutanone via dynamic kinetic resolution (DKR), combined with a palladium‐catalyzed intramolecular reductive Heck cyclization. Starting from optically active 2,3‐ cis ‐dimethyldihydrobenzofuran, the natural products (+)/(−)‐PI‐220 and (+)‐3‐ epi ‐furaquinocin C were synthesized in high yields.

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