85828-15-5Relevant academic research and scientific papers
Total Synthesis of (+/-)-Tirandamycin A
DeShong, Philip,Ramesh, Subban,Elango, Varadaraj,Perez, Joseph J.
, p. 5219 - 5224 (1985)
A convergent, 12-step synthesis of racemic tirandamycin A is described.The key features of the synthesis are preparation of the 2,9-dioxabicyclononane system of the natural product by oxidation of furfuryl alcohol 8a and attachment of the 3-acyl te
ACID-CATALYZED REARRANGEMENT OF PYRAN DERIVATIVES. AN APPROACH TO THE STEREOSELECTIVE SYNTHESIS OF 1,3-DIOL DERIVATIVES
DeShong, Philip,Simpson, David M.,Lin, Ming-Teh
, p. 2885 - 2888 (2007/10/02)
Peracid oxidation and HF-catalyzed treatment of furfuryl alcohol derivatives afford lactone products arising from a highly stereoselective rearrangement process.The lactone serve as precursors of highly functionalized anti-1,3-diol derivatives.
Synthesis of the dioxabicyclononane unit of tirandamycin
Kelly,Chandrakumar,Cutting,et al.
, p. 2173 - 2176 (2007/10/02)
A seven-step synthesis of (±)-3b, an advanced, common intermediated for construction of the dioxabicyclononane units of both tirandamycin and streptolydigin is described. Conversion of 3b to the fully developed fragment of tirandamycin is also reported.
