Presentation Title

The Development of a General Synthesis of Allylic Ester Sulfinamides

Start Date

November 2016

End Date

November 2016

Location

HUB 302-#145

Type of Presentation

Poster

Abstract

Enolate alkylation is an important, prevailing carbon–carbon bond forming reaction in organic synthesis. Enolate alkylation is a non-stereoselective process. To form a stereoselective substrate that can be used in enolate alkylation, we use a sulfinamide auxiliary. Sulfinamides are ideal because they are stable under highly basic conditions and have chirality that aids in controlling the stereochemistry of the alkylation. From this we are able to make a wide variety of substituted amino ester substrates to test for successful alkylation reaction conditions.

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The Development of a General Synthesis of Allylic Ester Sulfinamides

HUB 302-#145

Enolate alkylation is an important, prevailing carbon–carbon bond forming reaction in organic synthesis. Enolate alkylation is a non-stereoselective process. To form a stereoselective substrate that can be used in enolate alkylation, we use a sulfinamide auxiliary. Sulfinamides are ideal because they are stable under highly basic conditions and have chirality that aids in controlling the stereochemistry of the alkylation. From this we are able to make a wide variety of substituted amino ester substrates to test for successful alkylation reaction conditions.