W. JaivisuthunzaB. TarnchompooC. ThebtaranonthY. ThebtaranonthMahidol UniversityThailand National Center for Genetic Engineering and Biotechnology2018-07-042018-07-041996-04-29Tetrahedron Letters. Vol.37, No.18 (1996), 3199-3202004040392-s2.0-0029997292https://repository.li.mahidol.ac.th/handle/20.500.14594/17543Directed by substituent R1, the α-allyl-γ-butyrolactone 9 either undergoes cyclisation to give the alcoholic cyclopentenone 12 or 1,2-acyl migration to give 13, when subjected to treatment with LDA in THF/TMEDA. An effective strategy to nullify this directive influence, and dictate cyclisation, is exemplified in a model synthesis of spiro[4,5]dec-2-ene-1,6-dione 19 by a one-pot tandem cyclisation - elimination process starting from 16. Copyright © 1996 Elsevier Science Ltd.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryPharmacology, Toxicology and PharmaceuticsArticleSCOPUS10.1016/0040-4039(96)00494-7