@article{Saičić_Trmčić_2021, place={Belgrade, Serbia}, title={A study towards the synthesis of (–)-atrop-abyssomicin C core: Scientific paper}, volume={86}, url={https://shd-pub.org.rs/index.php/JSCS/article/view/11239}, DOI={10.2298/JSC211001099S}, abstractNote={<p>An attempt to synthesize the cyclohexane core of antibiotic abys­somicin C is described. The initial, protecting group-free approach (relying on internal protection) failed and had to be modified, in order to allow for efficient deprotect­ion of the acid-sensitive cyclization precursor in the penultimate syn­thetic step. Thus, a pyranoside structural unit was used as a latent lacto­ne/ester functionality, which was deprotected <em>via</em> thioacetali­zation/hydro­lysis/oxidation sequence, to give the d-valerolactone-type cyclization precur­sor. Unfortunately, the key cyc­liz­ation reaction was not feasible, even after structural modification of the cycliz­ation precursor. Reluctance towards cyclization turned out to be a general pro­perty of (at least some) <span style="font-size: 0.875rem;">Delta</span><sup>7</sup><span style="font-size: 0.875rem;">-unsaturated esters, which required the development of a new strategy for this type of transformation.</span></p>}, number={12}, journal={Journal of the Serbian Chemical Society}, author={Saičić, Radomir N. and Trmčić, Milena}, year={2021}, month={Dec.}, pages={1305–1315} }