85576-03-0Relevant academic research and scientific papers
Diastereofacial Selectivity of Diels-Alder Reactions of Carbohydrate-Derived Dienes and Their Carbocyclic Analogs
Giuliano, Robert M.,Jordan, Alfonzo D.,Gauthier, A. Diane,Hoogsteen, Karst
, p. 4979 - 4988 (2007/10/02)
The Diels-Alder reactions of two dienes derived from carbohydrates and their carbocyclic analogs are described.The dienes (2S)-3,4-dihydro-2-methoxy-6-vinyl-2H-pyran (1) and (4R)-3,4-dihydro-4-methoxy-6-vinyl-2H-pyran (2) were synthesized from tri-O-acety
Anomalous 5-endo-trig reversals: general reactions of 7-oxabicycloheptenes and heptanes
Keay, B. A.,Rajapaksa, D,Rodrigo, R.
, p. 1093 - 1098 (2007/10/02)
Two general reversals of 7-oxabicycloheptanes are described and discussed.The reverse-Michael reaction occurs with the aldehyde, ketone, ester, and nitrile derivatives while the reverse aldol readtion catalysed by acid is confined to the aldehydes and ketones.The properties of the title compounds are rationalized in terms of the geometric alignments of the bonding and antibonding orbitals of the bridging oxygen atom and its neighboring carbons.New isobenzofuran and cyclohexadiene syntheses form a part of the report.
ON THE LEWIS ACID CATALYZED DIELS-ALDER REACTION OF FURAN. REGIO- AND STEREOSPECIFIC SYNTHESIS OF SUBSTITUTED CYCLOHEXENOLS AND CYCLOHEXADIENOLS.
Brion, Francis
, p. 5299 - 5302 (2007/10/02)
The cycloaddition between furan and some dienophiles can be greatly accelerated in the presence of a Lewis-Acid (i. e.ZnI2).The 7-oxabicycloheptyl system readily undergoes a base promoted β-elimination of the heteroatom bridge leading to subs
