Total synthesis of phytotoxic herbarumin-I from d-mannitol
β Scribed by Ahmed Kamal; P. Venkat Reddy; S. Prabhakar
- Book ID
- 108284462
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- English
- Weight
- 367 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0957-4166
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π SIMILAR VOLUMES
The total synthesis of (+)-epiquinamide, a novel quinolizidine alkaloid isolated from the Ecuadoran poison frog, Epipedobates tricolor is described. The key step includes a ring-closing metathesis reaction to construct both the six member rings. D-Mannitol was used as a chiral pool material.
The phytotoxin herbarumin I, isolated from Phoma herbarum, was stereoselectively synthesized in 17 steps and 6% yield from L-arabinose featuring the intermolecular Nozaki-Hiyama-Kishi coupling and modified Yamaguchi macrolactonization as key steps.