1027356-01-9Relevant academic research and scientific papers
Synthesis of C3-C12 fragment of 24-demethylbafilomycin C1 via anti-selective aldol condensation as the key stereocontrol step
Dai, Wei-Min,Feng, Gaofeng,Wu, Jinlong,Sun, Liang
scheme or table, p. 1013 - 1016 (2009/04/04)
An efficient synthesis of the C3-C12 aldehyde fragment of 24-demethylbafilomycin C1 was accomplished for assembling the 16-membered plecomacrolide skeleton according to a 1,3-diene-ene ring-closing metathesis (RCM) strategy. A boron-mediated anti-selective aldol condensation of Abiko's chiral propionate was used to secure the C6 and C7 stereogenic centers while the C8 chirality was introduced from a chiral building block. The dithiane alkylation and the methyl ketone Horner-Wittig olefination using allyldiphenylphosphine oxide were employed for construction of the requisite (E)-1,3-diene subunit. Georg Thieme Verlag Stuttgart.
