Triethysilyl Enol Ethers in the Synthesis of Carbapenem Precursors.

Nguyen, Thu Q; Chai, Weirui; Gu, Jane; Cook, Katie; Kim, Eugene; Goetz, Sam; Farni, Zach; Chepuru, Monica; Cox, Melina; Nguyen, Pauline; Raja, Hashim; Magistrado, Patrick; Michael, Faith; Oelschlaeger, Peter; Buynak, John D

Nguyen, Thu Q; Chai, Weirui; Gu, Jane; Cook, Katie; Kim, Eugene; Goetz, Sam; Farni, Zach; Chepuru, Monica; Cox, Melina; Nguyen, Pauline; Raja, Hashim; Magistrado, Patrick; Michael, Faith; Oelschlaeger, Peter; Buynak, John D.

Afiliación

Nguyen TQ; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Chai W; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Gu J; Hockaday School, 11600 Welch Rd, Dallas, TX 75229.
Cook K; University of Texas at Austin, Austin, TX 78712.
Kim E; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Goetz S; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Farni Z; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Chepuru M; Plano West Senior High School, 5601 W. Parker Rd, Plano, TX 75093.
Cox M; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Nguyen P; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Raja H; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Magistrado P; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Michael F; Department of Chemistry, Southern Methodist University, Dallas, TX 75275.
Oelschlaeger P; Department of Pharmaceutic Sciences, Western University of Health Sciences, Pomona, CA 91766.
Buynak JD; Department of Chemistry, Southern Methodist University, Dallas, TX 75275 ; Center for Drug Discovery, Design, and Delivery, Dedman College, Southern Methodist University, Dallas, TX 75275.

Tetrahedron Lett ; 56(23): 3385-3389, 2015 Jun 03.

Article en En | MEDLINE | ID: mdl-26034332

ABSTRACT

ABSTRACT

A diastereoselective process for the formation of intermediates suitable for the preparation of C1 substituted carbapenems was developed. The process is readily scalable and does not involve organometallics or strong bases such as LDA.

Palabras clave

Antibiotic; Carbapenem; Lewis acid; silyl enol ether; ß-Lactam

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Tetrahedron Lett Año: 2015 Tipo del documento: Article