01294nas a2200157   4500008004100000022001400041245011200055210006900167260007100236300001400307490000700321520064800328100001900976700001900995856012201014       2013                        eng d  a0022-326300aEnantioselective total synthesis of desbromoarborescidines A-C and the formal synthesis of (S)-deplancheine0 aEnantioselective total synthesis of desbromoarborescidines AC an  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcJUL  a6802-68080 v783 a<p>Starting from Boc-protected tryptamine and (S)-tetrahydro-5-oxo-2-furancarboxylic acid, facile enantioselective total synthesis of desbromoarborescidines A-C and the formal synthesis of (S)-deplancheine have been accomplished via a common intermediate (S)-indolo[2,3-a]quinolizine. Synthesis of enantiomerically pure (S)-acetoxyglutarimide, stereoselective reductive intramolecular cyclization, hydroxyl group assisted in situ N-Boc-deprotection, selective deoxygenation, of the xanthate ester, and lactam hydrolysis followed by an appropriate exchange of nitrogen regioselectivity in intramolecular cyclization were the decisive steps.</p>1 aMondal, Pravat1 aArgade, N., P.  uhttps://library.ncl.res.in/content/enantioselective-total-synthesis-desbromoarborescidines-c-and-formal-synthesis-s-0