124755-30-2Relevant 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.
Synthesis of Polypropionate Subunits by SN2'Addition of Cuprates to Nonracemic Acyclic Vinyloxiranes
Marshall, James A.,Blough, Bruce E.
, p. 1540 - 1547 (2007/10/02)
Synthetic sequences have been devised for conversion of the chiral pool ester 1 to differentially protected polypropionate subunit polyols 11, 13, 18, and 20.The following stereochemically significant steps were employed: (1) reagent directed Sharpless ep
