137616-53-6

Upstream product

• 267665-95-2 trans-(1S,5'R)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-phenyl-prop-2-en-ol 
• 19493-09-5 Methylenetriphenylphosphorane 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 868564-65-2 (-)-(S)-2-(E)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol 
• 137616-51-4 (2R,4S,5R)-5-((E)-(S)-1-Methoxy-3-phenyl-allyloxy)-2-phenyl-4-((E)-styryl)-[1,3]dioxane 
• 889862-53-7 trans-(2R,3R)-2-benzylsulfonyl-3-(2,2-dimethyl-1,3-dioxolan-4-yl)oxirane 
• 889862-52-6 trans-2-benzylsulfonyl-1-(2,2-dimethyl-1,3-dioxolan-4-yl)ethene 
• 115997-87-0 (2R,4S,5R)-2-Phenyl-4-((E)-styryl)-[1,3]dioxan-5-ol 

Downstream Products

• 137616-54-7 (3R,4S,6R)-6-Phenyl-tetrahydro-pyran-3,4-diol 
• 137616-54-7 (3R,4S,6S)-6-Phenyl-tetrahydro-pyran-3,4-diol 
• 137616-55-8 (2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-phenyl-tetrahydro-furan-3-ol 
• 137616-55-8 (2R,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-phenyl-tetrahydro-furan-3-ol 
• 95041-49-9 1',2'-dideoxy-β-1'-phenyl-D-ribofuranose 
• 137638-19-8 (E)-(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-5-phenyl-pent-4-ene-2,3-diol 

Relevant academic research and scientific papers

Diastereodivergent Synthesis of 2-Ene-1,4-hydroxy Sulfides from 2-Sulfinyl Dienes via Tandem Sulfa-Michael/Sulfoxide-Sulfenate Rearrangement

The highly diastereoselective sulfa-Michael addition of thiolates to enantiopure 2-sulfinyl dienes leads to anti or syn 2-ene-1,4-hydroxy sulfides in good yields and selectivities dependent on the reaction conditions in a diastereodivergent process. Synthetic applications of these enantiopure hydroxy sulfides by subsequent sigmatropic rearrangements have been outlined.

The epoxy-Ramberg-Baecklund reaction (ERBR): A sulfone-based method for the synthesis of allylic alcohols

The epoxy-Ramberg-Baecklund reaction (ERBR) is outlined, in which α,β-epoxy sulfones are converted into a range of mono-, di- and tri-substituted allylic alcohols, on treatment with base. Modification of this method enabled the preparation of enantio-enriched allylic alcohols following the diastereoselective epoxidation of enantio-enriched vinyl sulfones that were accessed efficiently from the chiral pool. The scope, optimisation and limitations of the ERBR as a method for the preparation of allylic alcohols are discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

ERYTHROSE SESQUI-ACETALS AS ELECTROPHILES. 2-DEOXY-C-NUCLEOSIDES FROM D-GLUCOSE.

Cleavage of glucosides with NaIO4 in MeOH furnishes sesqui-acetals (protected dialdehydes).Olefination of these substrates, followed by endocyclic oxymercuration-demercuration furnishes substituted tetrahydrofurans (1,2-dideoxy-1-aryl-D-ribofuranoses).Pro