6533b826fe1ef96bd128463e
RESEARCH PRODUCT
Highly convergent total synthesis of (+)-anaferine and (−)-dihydrocuscohygrine
Fernando Rabasa-alcañizJavier TorresCarlos Del PozoMarcos EscolanoMaría Sánchez-rosellóAlvaro Sanz-vidalsubject
Dual roleNucleophile010405 organic chemistryChemistryIntramolecular forceWhole skeletonOrganic ChemistrySalt metathesis reactionTotal synthesis010402 general chemistry01 natural sciencesCombinatorial chemistry0104 chemical sciencesdescription
A unified and highly convergent total synthesis of anaferine and dihydrocuscohygrine alkaloids has been devised, taking advantage of the dual role of N-sulfinyl amines as nucleophilic nitrogen sources and chiral auxiliaries. A bidirectional cross metathesis reaction followed by a double intramolecular aza-Michael reaction led us to create the whole skeleton of the natural products in a very simple manner.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2019-01-01 | Organic Chemistry Frontiers |