A total synthesis of milbemycin G: approaches to the C(1)–C(10)-fragment and completion of the synthesis
✍ Scribed by Bailey, Simon; Helliwell, Madeleine; Teerawutgulrag, Aphiwat; Thomas, Eric J.
- Book ID
- 111926757
- Publisher
- Royal Society of Chemistry
- Year
- 2005
- Tongue
- English
- Weight
- 681 KB
- Volume
- 3
- Category
- Article
- ISSN
- 1477-0520
- DOI
- 10.1039/b508675b
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📜 SIMILAR VOLUMES
The efficient synthesis of C-l to C-10 monocyclic nonaromatic fragments of the milbemycins and avermectins has been achieved, in which the key step involved the stereoselective addition of 2-lithio-4-phenylthiobut-1-ene to a 3-hydroxycyclohexanone derivative.
A highly stereocontrolled synthesis of the Cl 1 to C3 1 fragment of the potent antimicrobial agent milbemycin D has been completed. This approach utilizes a unique hydrolysis-cyclization to construct the spiroketal portion of the molecule. The milbemycins 2 and the avermectins3 are two structurall
Total Synthesis of Milbemycin E: Resolution of the C(1)-C(10) Fragment and Final Assembly. -Resolution of the cyclohexanone (I) is the starting process in the preparation of title compound (VI). Key step is the coupling of butenolide (II) with phosphonium salt (III) (both prepared in the preceding p