439867-77-3Relevant academic research and scientific papers
A divergent enantioselective synthesis of 9-J1-phytoprostane and 9-A1-phytoprostane methyl ester
Porta, Alessio,Chiesa, Francesco,Quaroni, Marco,Persico, Marco,Moratti, Remigio,Zanoni, Giuseppe,Vidari, Giovanni
, p. 2111 - 2119 (2014)
The first syntheses of 9-J1-phytoprostane and 9-A 1-phytoprostane methyl ester were achieved enantioselectively using a divergent approach from a common intermediate sulfone 4. The divergence was accomplished using a sigmatropic rearrangement (swap protocol) to give sulfone 5 in 47% overall yield. The two upper side-chains, with a stereodefined E double bond, were installed using consolidated Julia-Lythgoe olefination reactions of sulfones 4 and 5, with the same enantiopure α-protected aldehyde 6. Copyright
