Enantioselective Synthesis of Sealutomicin C.

Astle, Stuart M; Guggiari, Sean; Frost, James R; Hepburn, Hamish B; Klauber, David J; Christensen, Kirsten E; Burton, Jonathan W

Astle, Stuart M; Guggiari, Sean; Frost, James R; Hepburn, Hamish B; Klauber, David J; Christensen, Kirsten E; Burton, Jonathan W.

Afiliación

Astle SM; Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.
Guggiari S; Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.
Frost JR; UCB Pharma, 216 Bath Road, Slough, Berkshire SL1 3WE, U.K.
Hepburn HB; Vertex Pharmaceuticals, 86-88 Jubilee Avenue Milton Park, Abingdon OX14 4RW, U.K.
Klauber DJ; Chemical Development, Pharmaceutical Technology & Development, Operations, AstraZeneca, Macclesfield SK10 2NA, U.K.
Christensen KE; Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.
Burton JW; Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.

J Am Chem Soc ; 146(26): 17757-17764, 2024 Jul 03.

Article en En | MEDLINE | ID: mdl-38885121

ABSTRACT

ABSTRACT

The sealutomicins are a family of anthraquinone antibiotics featuring an enediyne (sealutomicin A) or Bergman-cyclized aromatic ring (sealutomicins B-D). Herein we report the development of an enantioselective organocatalytic method for the synthesis of dihydroquinolines and the use of the developed method in the total synthesis of sealutomicin C which features a transannular cyclization of an aryllithium onto a Î³-lactone as a second key step.

Texto completo

Añadir a Mi BVS

Imprimir

XML

PubMed Links

Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2024 Tipo del documento: Article País de afiliación: Reino Unido Pais de publicación: Estados Unidos

Texto completo

Añadir a Mi BVS

Imprimir

XML

PubMed Links

Buscar en Google