Total Synthesis of (±)-Simonsol C.

Sui, Jia-Jun; Wang, Kai; Luo, Song-Juan; Guo, Kang; Yuan, Ming-Wei; Qin, Hong-Bo

Sui, Jia-Jun; Wang, Kai; Luo, Song-Juan; Guo, Kang; Yuan, Ming-Wei; Qin, Hong-Bo.

Afiliación

Sui JJ; School of Chemistry and Environment, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, Yunnan Minzu University, Kunming 650504, China.
Wang K; School of Chemistry and Environment, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, Yunnan Minzu University, Kunming 650504, China.
Luo SJ; School of Chemistry and Environment, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, Yunnan Minzu University, Kunming 650504, China.
Guo K; School of Chemistry and Environment, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, Yunnan Minzu University, Kunming 650504, China.
Yuan MW; School of Chemistry and Environment, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, Yunnan Minzu University, Kunming 650504, China.
Qin HB; School of Chemistry and Environment, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, Yunnan Minzu University, Kunming 650504, China.

J Org Chem ; 89(11): 7821-7827, 2024 Jun 07.

Article en En | MEDLINE | ID: mdl-38805614

ABSTRACT

ABSTRACT

Total synthesis of simonsol C has been achieved, focusing on the postdearomatization transformations. Our methodology integrates an efficient combination of dearomatization and Zn/AcOH reduction to introduce an allyl group, followed by oxo-Michael addition, to construct the 6/5/6 benzofuran skeleton. It offers a novel method for synthesizing allyl-containing quaternary carbon atoms in a straightforward manner.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: China