Studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategy
Reaction of diazoketodiester 11 with methyl glyoxylate in toluene in the presence of catalytic rhodium(II) acetate gives predominantly the 6,8- dioxabicyclo[3.2.1]octane 13. Acid-catalysed rearrangement of the corresponding alcohol 14 favours at equilibrium the 2,8- dioxabicyclo[3.2.1]octane skeleto...
Main Authors: | , |
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Format: | Journal article |
Language: | English |
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2000
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author | Hodgson, D Villalonga-Barber, C |
author_facet | Hodgson, D Villalonga-Barber, C |
author_sort | Hodgson, D |
collection | OXFORD |
description | Reaction of diazoketodiester 11 with methyl glyoxylate in toluene in the presence of catalytic rhodium(II) acetate gives predominantly the 6,8- dioxabicyclo[3.2.1]octane 13. Acid-catalysed rearrangement of the corresponding alcohol 14 favours at equilibrium the 2,8- dioxabicyclo[3.2.1]octane skeleton 15 of the zaragozic acids-squalestatins. (C) 2000 Elsevier Science Ltd. |
first_indexed | 2024-03-06T21:09:49Z |
format | Journal article |
id | oxford-uuid:3dc24b92-27ca-4144-9297-7f7ef645eb63 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T21:09:49Z |
publishDate | 2000 |
record_format | dspace |
spelling | oxford-uuid:3dc24b92-27ca-4144-9297-7f7ef645eb632022-03-26T14:21:18ZStudies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategyJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:3dc24b92-27ca-4144-9297-7f7ef645eb63EnglishSymplectic Elements at Oxford2000Hodgson, DVillalonga-Barber, CReaction of diazoketodiester 11 with methyl glyoxylate in toluene in the presence of catalytic rhodium(II) acetate gives predominantly the 6,8- dioxabicyclo[3.2.1]octane 13. Acid-catalysed rearrangement of the corresponding alcohol 14 favours at equilibrium the 2,8- dioxabicyclo[3.2.1]octane skeleton 15 of the zaragozic acids-squalestatins. (C) 2000 Elsevier Science Ltd. |
spellingShingle | Hodgson, D Villalonga-Barber, C Studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategy |
title | Studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategy |
title_full | Studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategy |
title_fullStr | Studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategy |
title_full_unstemmed | Studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategy |
title_short | Studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids-squalestatins by a cycloaddition-rearrangement strategy |
title_sort | studies towards a stereocontrolled synthesis of the tricarboxylate core of the zaragozic acids squalestatins by a cycloaddition rearrangement strategy |
work_keys_str_mv | AT hodgsond studiestowardsastereocontrolledsynthesisofthetricarboxylatecoreofthezaragozicacidssqualestatinsbyacycloadditionrearrangementstrategy AT villalongabarberc studiestowardsastereocontrolledsynthesisofthetricarboxylatecoreofthezaragozicacidssqualestatinsbyacycloadditionrearrangementstrategy |