1201668-13-4Relevant academic research and scientific papers
Total synthesis of auripyrone b using a non-Aldol Aldol-Cuprate opening process
Jung, Michael E.,Chaumontet, Manon,Salehi-Rad, Ramin
supporting information; experimental part, p. 2872 - 2875 (2010/08/21)
(Figure presented) A non-aldol aldol-cuprate opening generates the polypropionate 11 from the epoxy ether 14 in eight steps as a single diastereomer. A highly stereoselective aldol reaction of 8 with 9 gives the aldol product 7 in high yield and excellent diastereoselectivity, due to double stereodifferentiation. This compound was used for an efficient synthesis of the natural product auripyrone B 2 in only 20 steps and 8% overall yield from 14 using a late-stage spiroketalization onto a stable hemiketal as the final key step.
Total synthesis of auripyrone a using a tandem non-aldol aldol/ paterson aldol process as a key step
Jung, Michael E.,Salehi-Rad, Ramin
supporting information; experimental part, p. 8766 - 8769 (2010/02/27)
To aldol or non-aldol: The titled reaction sequence generates the polypropionate 3 from the epoxy alcohol 1 and the ketone 2 as a single diastereomer. Compound 2 was used for an efficient synthesis of auripyrone A using a highly regioselective hemiketaliz
Acyclic diastereoselective synthesis using tartrate ester modified crotylboronates. Double asymmetric reactions with α-methyl chiral aldehydes and synthesis of the C(19)-C(29) segment of rifamycin S
Roush, William R.,Palkowitz, Alan D.,Ando, Kaori
, p. 6348 - 6359 (2007/10/02)
Double asymmetric reactions of the tartrate ester modified crotylboronates 1 and 2 and α-methyl chiral aldehydes are described. The reactions of the appropriate enantiomers of 1 and 2 with β-alkoxy-α-methylpropionaldehydes 11 provide adducts 12, 13, and 1
