A brief synthesis of the Aplasmomycin tetrahydrofuran
โ Scribed by Sean P Bew; David W Knight; Robert J Middleton
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 114 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
The C-3-C-11 segment 2\_of (+)-aplasmomycin was synthesized stereoselectively starting from (+)-pantolactone (4, and the C-3-C-17 segment 3\_ was synthesized via coupling of l\_ and 2.
## Sumnary: A key subunit of aplasmomycin comprising C3-Cl0 of the syrnnetrical macrodiolide structure has been synthesized in optically pure form by two routes from (RI-(+I-pulegone. A strategic intermediate in our recent total synthesis of aplasmomycin (111 was the S-lactone 2, which provided th
The tetrahydrofuran unit corresponding to carbons 23 to 32 of the calcium ionophore, ionomycin, was prepared by a stereoselective permanganate cyclization of the (Z,Z)-diene 5. 0fL 0 COOMe Q, MOMOdCOOMe 2 b,c MOMO,+ d,e COOMe 3 MOM0 Br f,b,c z ~0~0% 9, '\*COOMe