Organobase-catalyzed [1,2]-Brook rearrangement of silyl glyoxylates.

Han, Man-Yi; Yang, Fei-Yan; Zhou, Di; Xu, Zhigang

Han, Man-Yi; Yang, Fei-Yan; Zhou, Di; Xu, Zhigang.

Afiliación

Han MY; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P.R. China. hanmy10@126.com.
Yang FY; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P.R. China. hanmy10@126.com.
Zhou D; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P.R. China. hanmy10@126.com.
Xu Z; Chongqing Key Laboratory for Advanced Materials and Technologies of Clean Energies, Faculty for Materials and Energy, Southwest University, Chongqing 400715, P.R. China.

Org Biomol Chem ; 15(6): 1418-1425, 2017 Feb 07.

Article en En | MEDLINE | ID: mdl-28102412

ABSTRACT

ABSTRACT

A highly efficient [1,2]-Brook rearrangement of silyl glyoxylates has been developed using DBU as the organobase-catalyst. This [1,2]-Brook rearrangement is applicable to a number of thiols and secondary phosphine oxides containing acidic protons. These nucleophiles afford the corresponding Brook products in high yields. Using this methodology, a formal synthesis of anti-HIV drug compound lamivudine was realized.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2017 Tipo del documento: Article Pais de publicación: ENGLAND / ESCOCIA / GB / GREAT BRITAIN / INGLATERRA / REINO UNIDO / SCOTLAND / UK / UNITED KINGDOM

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