Work

Asymmetric Total Synthesis of Leptosphin C

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide A concise enantioselective total synthesis of leptosphine C ( 1 ) has been achieved. Our synthetic strategy features an unprecedented diastereo-/enantioselective Hajos–Parrish–Eder–Sauer–Wiechert (HPESW) reaction for construction of the AB ring system with continuous stereogenic centers (76% yield, 90% ee, dr = 19:1) and an uncommon Pauson–Khand (PK) reaction of geminal dimethyl alkenyl side chains for establishing the CD ring system with the quaternary carbon at C14.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c03236

Authors: Lantian Sun, Chenshan Lian, Jingyi Zhao, Xiaole Chen, Wei Han, Zigang Li, Chi-Sing Lee

Institutions: Hong Kong Baptist University, Peking University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Hong Kong Baptist University, National Natural Science Foundation of China, Research Grants Council, University Grants Committee, Peking University, Shenzhen Graduate School, Peking University

Awards: Collective syntheses of picrotoxanes and structural analogues via oxidative cascade cyclization, Development of a concise and scalable synthesis of the C13-hydroxy-ent-kaurane diterpenoids via a Lewis acid-induced cascade cyclization approach, G8739307982

OpenAlex ID: W4413636322

FWCI: 0.584

Cites: 44

Cited by: 2

Related to: 10