Stereoselective synthesis of C(1)–C(9) and C(11)–C(17)fragments of protomycinolide iv based on asymmetric pinacol-typerearrangement
✍ Scribed by Keisuke Suzuki; Katsuhiko Tomooka; Takashi Matsumoto; Eiji Katayama; Gen-ichi Tsuchihashi
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 271 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Two chiral intenediates, C(l)-C( 9) and C(llI-Cc171 portions of protomycinolide IV, were synthesized both from (Sl-ethyl lactate via asymmetric pinacoZ-type rearrangement folZowed b2 diastereoselective reactions on cc-methyl-B,y-unsaturated carbonyl compounds.
📜 SIMILAR VOLUMES
The C1-C8 and C9--C24 fragments of (-)-discodermolide, the antipode of the marine natural product (+)discodermolide, have been synthesized with excellent stereoselectivities. These syntheses feature the utilization of the isoxazolidine-mediated asymmetric alkylation methodology and fragment-fragment