Yayınlanmış 1 Ocak 2018
| Sürüm v1
Dergi makalesi
Açık
Scalable Regioselective and Stereoselective Synthesis of Functionalized (E)-4-lodobut-3-en-1-ols: Gram-Scale Total Synthesis of Fungal DeCanolides and Derivatives
Yazarlar/Oluşturanlar
- 1. Univ Kansas, Sch Pharm, Dept Med Chem, Lawrence, KS 66047 USA
Açıklama
A reliable protocol to synthesize both racemic and chiral (E)-4-iodobut-3-en-1-ols from aldehydes or epoxides, respectively, containing various aromatic and aliphatic substitutions has been established. The utility of these compounds was then demonstrated by providing access to known fungal decanolides as well as novel aromatic macrocycles. The protocol provided a gram-scale route to (-)-aspinolide A and (-)-5-epi-aspinolide A utilizing a catalytic Nozaki-Hiyama-Kishi reaction to close the macrolide in the final step in 65-84% yields.
Dosyalar
bib-674077c7-a55c-4c91-9e70-76dce620d62a.txt
Dosyalar
(297 Bytes)
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