抄録
A formal synthesis of the antimicrobial tricyclic macrolides, tubelactomicins A and E, featured by a transannular Diels-Alder (TADA) approach, has been explored. The key issue for the transannular cyclization was the synthesis of a 24-membered macrolactone equipped with all the requisite functionalities, which has been achieved using an intramolecular Hiyama cross-coupling strategy. The Hiyama coupling reaction spontaneously triggered off the TADA reaction. From the endo-TADA adduct, formal syntheses of tubelactomicins A and E were achieved. The 24-membered macrolactone formation was also achieved via an intramolecular ring-closing metathesis approach.
本文言語 | English |
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ページ(範囲) | 8442-8448 |
ページ数 | 7 |
ジャーナル | Tetrahedron Letters |
巻 | 48 |
号 | 48 |
DOI | |
出版ステータス | Published - 2007 11 26 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry