Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide: synthesis of C11–C22 and C23–C35 segments
✍ Scribed by Satoshi Akiyama; Eisuke Toriihara; Kazushi Suzuki; Toshiaki Teruya; Kiyotake Suenaga
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 265 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The C11-C22 and C23-C35 segments 2 and 3 of reidispongiolide A (1), an actin-depolymerizing marine macrolide, were synthesized enantioselectively in 12 steps from (R)-glycidyl trityl ether and in 12 steps from chiral ketone 15, respectively.
📜 SIMILAR VOLUMES
Tin-lithium exchange of 13 with n-BuLi produced the 2-azapentadienyl anion 6 (R = CH3), which participated in a [rc4s+n2s] cycloaddition reaction with phenyl vinyl sulfide to afford the spirocyclic pyrrolidine 14, which as coverted to 2,13-diepilepadiformine (or 2-epi-11 -deoxycylindricine C) 17 by