Total Synthesis, of TAK-Kinase Inhibitor LL-Z1640-2 via Consecutive Macrocyclization and Transannular Aromatization

被引:34
作者
Miyatake-Ondozabal, Hideki [1 ]
Barrett, Anthony G. M. [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
基金
英国工程与自然科学研究理事会;
关键词
RESORCYLIC ACID LACTONES; CONVERGENT SYNTHESIS; BIOMIMETIC SYNTHESIS; NATURAL-PRODUCTS; HYPOTHEMYCIN; MACROLIDES; EFFICIENT;
D O I
10.1021/ol102468k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The biomimetic total synthesis of LL-Z1640-2 (3) is reported without the use of phenol protection. The aromatic unit was constructed via the transannular aromatization of macrocyclic triketo-ester 2, which in turn was synthesized by macrolactonization using an intramolecular trapping of a triketo-ketene derived from dioxinone 1.
引用
收藏
页码:5573 / 5575
页数:3
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