114972-44-0Relevant academic research and scientific papers
Studies toward the synthesis of iejimalides A-D: Preparation of the C3-11 and C12-C24 fragments
Sabitha, Gowravaram,Gurumurthy,Yadav, Jhillu Singh
, p. 110 - 118 (2014)
The convergent synthesis of the C3-C11 and C12-C24 fragments of the iejimalides A-D is described. The C3-C11 fragment is obtained by a cross-metathesis reaction, while the C12-C24 fragment is derived from a Still-Gennari modified Horner-Wadsworth-Emmons o
Studies towards the total synthesis of cruentaren A and B: Stereoselective synthesis of fragments C1-C11, C12-C22 and C23-C28
Ganganna, Bogonda,Srihari, Pabbaraja,Yadav, Jhillu Singh
, p. 2685 - 2689 (2017)
A convergent and stereoselective approach for the synthesis of C1-C11, C12-C22, and C23-C28 fragments of cytotoxic natural products cruentaren A and B are accomplished. Highlights of the strategy include a Sharpless epoxidation followed by a regioselective opening of epoxide to generate anti and syn-stereochemistry at C9-C10 and C15-C16, an Alder-Rickert reaction between a 1,5-dimethoxy-1,4-cyclohexadiene and dienophile to construct the aromatic ring, and a lithium-mediated aldol reaction to install the C17-C18 anti-stereochemistry. The synthesis of C1-C11 and C12-C22 fragments proceed with a longest linear sequence of 10 and 17 steps from commercially available 2-butyne-1,4-diol and cis-2-butene-1,4-diol respectively.
Enantioselective total synthesis of ingramycin
Tanner, David,Somfai, Peter
, p. 4395 - 4406 (2007/10/02)
An enantioselective total synthesis of the 14-membered macrolide antibiotic ingramycin, 1, is described. In a convergent approach three chiral fragments A,B and C are assembled, the allylic bromide A deriving its chirality from L-serine while the asymmetr
