A highly efficient synthesis of lamellarins K and L by the Michael addition/ring-closure reaction of benzyldihydroisoquinoline derivatives with ethoxycarbonyl-β-nitrostyrenes

Poonsakdi PloypradithChulabhorn MahidolPoolsak SahakitpichanSiriporn WongbunditSomsak RuchirawatChulabhorn Research InstituteThe Institute of Science and Technology for Research and Development, Mahidol UniversityMahidol University2018-07-242018-07-242004-02-06Angewandte Chemie - International Edition. Vol.43, No.7 (2004), 866-868143378512-s2.0-4544263266https://repository.li.mahidol.ac.th/handle/20.500.14594/21259Alkaloid achievement: Lamellarins, a new class of potential nontoxic inhibitors of HIV-1 integrase that are also responsible for multidrug-resistance reversal in cancer cell lines, could be synthesized in three chemical steps and in 60% overall yields from two simple starting materials (see scheme). The key step in the convergent synthetic approach involved the novel Michael addition/ring-closure reaction to give the pyrrole core and the ester group required for subsequent lactonization in one step.Mahidol UniversityChemical EngineeringChemistryA highly efficient synthesis of lamellarins K and L by the Michael addition/ring-closure reaction of benzyldihydroisoquinoline derivatives with ethoxycarbonyl-β-nitrostyrenesArticleSCOPUS10.1002/anie.200352043