2000
DOI: 10.1080/07328300008544132
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Comprehensive Reinvestigation of The Reaction of D-Aldoses With Meldrum'S Acid Yielding Mainly Chain Extended 3,6-Anhydro-2-Deoxy-Aldono-1,4-Lactones

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Cited by 25 publications
(9 citation statements)
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“…Lactone 15 was further converted into the enantiomer of the known diol 16 by hydrogenolysis over palladium hydroxide. The spectroscopic data of lactone 16 were identical with those reported . Moreover, the sign of optical rotation of our synthetic compound 16 corresponds to those of the antipode, [α] D +163.6 ( c 0.1, H 2 O) (lit …”
supporting
confidence: 79%
See 1 more Smart Citation
“…Lactone 15 was further converted into the enantiomer of the known diol 16 by hydrogenolysis over palladium hydroxide. The spectroscopic data of lactone 16 were identical with those reported . Moreover, the sign of optical rotation of our synthetic compound 16 corresponds to those of the antipode, [α] D +163.6 ( c 0.1, H 2 O) (lit …”
supporting
confidence: 79%
“…The spectroscopic data of lactone 16 were identical with those reported . Moreover, the sign of optical rotation of our synthetic compound 16 corresponds to those of the antipode, [α] D +163.6 ( c 0.1, H 2 O) (lit …”
supporting
confidence: 79%
“…In the same manner, Meldrum's acid has been reacted with various unprotected carbohydrates under thermodynamic conditions [223,224]. When applied to D-mannose, the major reaction product was the 3,6-anhydro-2-deoxyaldono-1,4-lactone 33, but a small amount of lactone 34 was also isolated (Scheme 74).…”
Section: Intramolecular Reaction Between An Alcohol and An Unsaturatementioning
confidence: 98%
“…Gracza synthesis of (+)‐protulactone A ( 246 ) (Scheme ) started with the reaction of L ‐arabinose with Meldrum's acid to deliver the bicyclic lactone 247 . Functional group maneuvering resulted in the 2°‐OTBS protected bicyclic lactone 248 .…”
Section: Total Synthesis Of Furo[32‐b]furanone Natural Productsmentioning
confidence: 99%