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Towards the total synthesis of aleurodiscal
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作者:

Zhao, Hai-Xiao
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机构: Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China

Xu, Jing
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Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
机构:
[1] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
关键词:
Total synthesis;
Sesterterpenoids;
Aleurodiscal;
Cope rearrangement;
trans-hydrindane;
PALLADIUM-CATALYZED ALLYLATION;
TRANSITION-METAL CATALYSIS;
ASYMMETRIC TOTAL-SYNTHESIS;
CARBON BOND FORMATION;
(-)-RETIGERANIC ACID;
ASTELLATOL;
SESTERTERPENOIDS;
D O I:
10.1016/j.tetlet.2023.154613
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Aleurodiscal is one of the representative members of the isopropyl trans-hydrindane sesterterpenoid family. Herein, we describe our efforts towards the synthesis of a complex sesterterpenoid, aleurodiscal. The key precursor of the Cope rearrangement was concisely synthesized from a known bicyclic starting material in 13 linear steps. Our approach highlighted a Van Leusen homologation reaction and an oxida-tive rearrangement of a tertiary carbinol.& COPY; 2023 Elsevier Ltd. All rights reserved.
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