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Diastereoselective Mannich reactions of pseudo-C2-symmetric glutarimide with activated imines.

ABSTRACT: As an extension of the boron enolate-based aldol reactions, the oxazolidinone-installed bisimide 1a from 3-(trifluoromethyl)glutaric acid was employed for Mannich reactions with tosylated imines 2 as electrophiles to successfully obtain the corresponding adducts in a stereoselective manner.

SUBMITTER: Ishikawa T 

PROVIDER: S-EPMC5704755 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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Diastereoselective Mannich reactions of pseudo-<i>C</i><sub>2</sub>-symmetric glutarimide with activated imines.

Ishikawa Tatsuya T   Kawasaki-Takasuka Tomoko T   Kubota Toshio T   Yamazaki Takashi T  

Beilstein journal of organic chemistry 20171121

As an extension of the boron enolate-based aldol reactions, the oxazolidinone-installed bisimide <b>1a</b> from 3-(trifluoromethyl)glutaric acid was employed for Mannich reactions with tosylated imines <b>2</b> as electrophiles to successfully obtain the corresponding adducts in a stereoselective manner. ...[more]

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