ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS
Excellent yields of methyl tetrahydrofuran-α-carboxylates are obtained by treatment of 2-O-trifluoromethanesulfonates (triflates) of either 1,4-or 1,5-lactones with acid in methanol; in some cases, very different tetrahydrofurans may result from acid or base treatment of a methanolic solution of the...
| Main Authors: | , , , , , , |
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| Format: | Journal article |
| Language: | English |
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1993
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| _version_ | 1826281609025814528 |
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| author | Wheatley, J Bichard, C Mantell, S Son, J Hughes, D Fleet, G Brown, D |
| author_facet | Wheatley, J Bichard, C Mantell, S Son, J Hughes, D Fleet, G Brown, D |
| author_sort | Wheatley, J |
| collection | OXFORD |
| description | Excellent yields of methyl tetrahydrofuran-α-carboxylates are obtained by treatment of 2-O-trifluoromethanesulfonates (triflates) of either 1,4-or 1,5-lactones with acid in methanol; in some cases, very different tetrahydrofurans may result from acid or base treatment of a methanolic solution of the same starting material. |
| first_indexed | 2024-03-07T00:31:21Z |
| format | Journal article |
| id | oxford-uuid:7fe8d408-54c4-45be-b4cb-027df8c60c00 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T00:31:21Z |
| publishDate | 1993 |
| record_format | dspace |
| spelling | oxford-uuid:7fe8d408-54c4-45be-b4cb-027df8c60c002022-03-26T21:19:54ZACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANSJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:7fe8d408-54c4-45be-b4cb-027df8c60c00EnglishSymplectic Elements at Oxford1993Wheatley, JBichard, CMantell, SSon, JHughes, DFleet, GBrown, DExcellent yields of methyl tetrahydrofuran-α-carboxylates are obtained by treatment of 2-O-trifluoromethanesulfonates (triflates) of either 1,4-or 1,5-lactones with acid in methanol; in some cases, very different tetrahydrofurans may result from acid or base treatment of a methanolic solution of the same starting material. |
| spellingShingle | Wheatley, J Bichard, C Mantell, S Son, J Hughes, D Fleet, G Brown, D ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS |
| title | ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS |
| title_full | ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS |
| title_fullStr | ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS |
| title_full_unstemmed | ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS |
| title_short | ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS |
| title_sort | acid catalyzed transformation of alpha trifluoromethanesulfonates of gamma lactones and delta lactones into 2 5 disubstituted homochiral tetrahydrofurans |
| work_keys_str_mv | AT wheatleyj acidcatalyzedtransformationofalphatrifluoromethanesulfonatesofgammalactonesanddeltalactonesinto25disubstitutedhomochiraltetrahydrofurans AT bichardc acidcatalyzedtransformationofalphatrifluoromethanesulfonatesofgammalactonesanddeltalactonesinto25disubstitutedhomochiraltetrahydrofurans AT mantells acidcatalyzedtransformationofalphatrifluoromethanesulfonatesofgammalactonesanddeltalactonesinto25disubstitutedhomochiraltetrahydrofurans AT sonj acidcatalyzedtransformationofalphatrifluoromethanesulfonatesofgammalactonesanddeltalactonesinto25disubstitutedhomochiraltetrahydrofurans AT hughesd acidcatalyzedtransformationofalphatrifluoromethanesulfonatesofgammalactonesanddeltalactonesinto25disubstitutedhomochiraltetrahydrofurans AT fleetg acidcatalyzedtransformationofalphatrifluoromethanesulfonatesofgammalactonesanddeltalactonesinto25disubstitutedhomochiraltetrahydrofurans AT brownd acidcatalyzedtransformationofalphatrifluoromethanesulfonatesofgammalactonesanddeltalactonesinto25disubstitutedhomochiraltetrahydrofurans |