Ultrasound‐Promoted Enantioselective Decarboxylative Protonation of α‐Aminomalonate Hemiesters by Chiral Squaramides: A Practical Approach to Both Enantiomers of α‐Amino Esters | Zendy

Some Surajit | Zendy; Kim Han Yong Bae, Mun Jong | Zendy; Zhang Yong Jian | Zendy; Song Choong Eui | Zendy

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Ultrasound‐Promoted Enantioselective Decarboxylative Protonation of α‐Aminomalonate Hemiesters by Chiral Squaramides: A Practical Approach to Both Enantiomers of α‐Amino Esters

Author(s) -

Some Surajit,

Kim Han Yong Bae, Mun Jong,

Zhang Yong Jian,

Song Choong Eui

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201700786

Subject(s) - enantioselective synthesis , chemistry , squaramide , enantiomer , protonation , cinchona , organocatalysis , organic chemistry , cinchonidine , catalysis , ion

Herein, we report an ultrasound‐promoted enantioselective decarboxylative protonation reaction of α‐aminomalonate hemiesters 1 in the presence of chiral cinchona‐derived squaramide Brønsted bases under mild conditions, which afforded both the ( S )‐ and ( R )‐enantiomers of α‐amino acid derivatives 2 in excellent yields (> 90 %) and excellent enantioselectivities (up to 98 % ee ).

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