期刊
SYNTHESIS-STUTTGART
卷 45, 期 7, 页码 959-965出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1316865
关键词
total synthesis; natural products; metathesis; hydrazones; asymmetric synthesis
Synargentolide A was synthesized in 11 steps starting from the commercially available 2,2-dimethyl-1,3-dioxan-5-one, employing the SAMP/RAMP-methodology via an alpha,alpha'-bis-alkylation to generate the first two stereogenic centers with virtually complete asymmetric induction (de, ee > 99%). After the asymmetric synthesis of the triol fragment of the molecule, the delta-lactone moiety was constructed using an asymmetric allylation, esterification, and ring-closing metathesis sequence.
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