| Title : First enantiospecific total synthesis of the important biogenetic intermediates, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epi-vellosimine and macusine A - Yin_2007_Org.Lett_9_295 |
| Author(s) : Yin W , Ma J , Rivas FM , Cook JM |
| Ref : Org Lett , 9 :295 , 2007 |
|
Abstract :
The first enantiospecific total synthesis of the alkaloids 16-epi-vellosimine (1), (+)-polyneuridine (2), (+)-polyneuridine aldehyde (3), and macusine A (4) is reported. The key oxidation was accomplished with the Corey-Kim reagent to provide the important biogenetic intermediates, 16-epi-vellosimine (1) and polyneuridine aldehyde (3), the latter of which is required for the conversion of the sarpagan skeleton into the ajmalan system in the biosynthesis of quebrachidine. [reaction: see text]. |
| PubMedSearch : Yin_2007_Org.Lett_9_295 |
| PubMedID: 17217288 |
| Substrate | Polyneuridine-aldehyde |
Yin W, Ma J, Rivas FM, Cook JM (2007)
First enantiospecific total synthesis of the important biogenetic intermediates, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epi-vellosimine and macusine A
Org Lett
9 :295
Yin W, Ma J, Rivas FM, Cook JM (2007)
Org Lett
9 :295