729593-82-2Relevant academic research and scientific papers
Formal synthesis of ent-dysiherbaine from sulfinyl dihydropyrans by sigmatropic rearrangement and tethered aminohydroxylation
Fernández de la Pradilla, Roberto,Lwoff, Nadia,Viso, Alma
, p. 8141 - 8144 (2007)
A stereospecific [2,3]-sigmatropic rearrangement of a sulfinyl dihydropyran, followed by a tethered aminohydroxylation reaction, are the key steps of a formal synthesis of ent-dysiherbaine from an enantiopure sulfinyl dienol.
[2,3]-Sigmatropic rearrangements of 3-sulfinyl dihydropyrans: application to the syntheses of the cores of ent-dysiherbaine and deoxymalayamicin A
De La Pradilla, Roberto Fernandez,Lwoff, Nadia,Del Aguila, Miguel Angel,Tortosa, Mariola,Viso, Alma
supporting information; experimental part, p. 8929 - 8941 (2009/04/05)
(Chemical Equation Presented) The [2,3]-sigmatropic rearrangement of a variety of configurationally stable diastereomeric allylic sulfinyl dihydropyrans, produced by base-promoted cyclization of sulfinyl dienols, has been studied. In some cases, the effic
Base-induced enantioselective synthesis of sulfinyl dihydropyrans
Fernandez De La Pradilla, Roberto,Tortosa, Mariola
, p. 1217 - 1222 (2007/10/03)
2-Sulfinyl dienols undergo an efficient base-promoted cyclization to produce sulfinyl dihydropyrans with creation of two asymmetric centers. The configurational stability of the allylic sulfoxide in most cases is noteworthy. Simple manipulations lead to a
Sulfoxide-directed enantioselective synthesis of functionalized dihydropyrans
Fernaendez de la Pradilla, Roberto,Tortosa, Mariola
, p. 2157 - 2160 (2007/10/03)
The highly selective base-promoted cyclization of enantiopure sulfinyl dienols affords allylic sulfinyl dihydropyrans.
