183293-40-5Relevant academic research and scientific papers
Total synthesis of 10-deoxymethynolide, the aglycon of the macrolide antibiotic 10-deoxymethymycin
Pilli, Ronaldo A.,De Andrade, Carlos Kleber Z.,Souto, Carlos Roberto O.,De Meijere, Armin
, p. 7811 - 7819 (2007/10/03)
A short efficient total synthesis of 10-deoxymethynolide (2c), the aglycon of 10-deoxymethymycin (1c), has been accomplished in 16 steps and 12% overall yield from (S)-3-O-p-toluenesulfonyl-3-hydroxy-2-methylpropanal (15c). The synthesis features an expeditious preparation of (+)-5a, a synthetic equivalent of the Prelog-Djerassi lactonic acid, and the construction of a 12-membered lactone through an intramolecular Nozaki- Hiyama-Kishi coupling reaction.
