重氮酰胺大环核心的立体选择性合成。

Stereoselective synthesis of the diazonamide a macrocyclic core.

作者信息

Mutule Ilga, Joo Beomjun, Medne Zane, Kalnins Toms, Vedejs Edwin, Suna Edgars

机构信息

†Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga, Latvia.

‡Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, United States.

出版信息

J Org Chem. 2015 Mar 20;80(6):3058-66. doi: 10.1021/jo5029419. Epub 2015 Mar 4.

DOI:10.1021/jo5029419

PMID:25705925

Abstract

Stereoselective synthesis of the right-hand heteroaromatic macrocycle of diazonamide A features C16-C18 bond formation in the Suzuki-Miyaura cross-coupling and atropodiastereoselective Dieckmann-type macrocyclization as key steps. The Suzuki-Miyaura cross-coupling gave the best yields when it was catalyzed by a palladium-dioxygen complex.

摘要

重氮酰胺A右手杂芳族大环的立体选择性合成以铃木-宫浦交叉偶联中C16-C18键的形成和阻转非对映选择性迪克曼型大环化作为关键步骤。当由钯-双氧络合物催化时，铃木-宫浦交叉偶联的产率最高。