Asymmetric Total Synthesis of Lobophopyranone A and B

Synthesis Pub Date : 2024-06-04 DOI:10.1055/a-2338-4462
D. Mohapatra, Sudhakar Reddy Guvvala, U. Choudhury, Sai Keerthana Haritha, Karamtothu Charan Naik
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Abstract

The first asymmetric total synthesis and structural confirmation of lobophopyranone A and B have been accomplished from commercially available starting materials. Reagent-controlled Keck-Maruoka allylation, Grignard reaction, chelation-controlled Sakurai allylation, and acid-mediated one-step TBS ether deprotection followed by cyclization are the crucial stages in this synthesis that create the 2,6-disubstituted dihydropyranone component.

Abstract Image

Lobophopyranone A 和 B 的不对称全合成
利用市场上可买到的起始原料,首次完成了龙脑香吡喃酮 A 和 B 的不对称全合成和结构确认。试剂控制的 Keck-Maruoka 烯丙基化反应、格氏反应、螯合控制的樱井烯丙基化反应以及酸介导的一步 TBS 醚脱保护后环化反应是该合成的关键阶段,这些反应生成了 2,6 二甲基吡喃酮成分。
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