121925-65-3

Upstream product

• 75322-91-7 3-Benzyloxy-dihydro-furan-2,5-dione 
• 86185-81-1 2-(benzyloxy)-1,4-butanediol 
• 100-39-0 benzyl bromide 
• 19444-84-9 3-hydroxyoxolan-2-one 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 

Downstream Products

• 241473-73-4 α-Benzyloxy-α-methyl-γ-butyrolactone 
• 524959-00-0 tert-butyl 4-benzoxy-6-methanesulfonyloxy-3-oxohexanoate 
• 865308-19-6 methyl 2-benzyloxy-4-(t-butyldimethylsiloxy)butanoate 
• 1021495-95-3 C₁₄H₁₉NO₃ 
• 1453470-40-0 4-(benzyloxy)-6-(tert-butyldimethylsilyloxy)hex-1-en-3-one 
• 1453470-57-9 C₃₀H₅₄O₅Si₂ 
• 1453470-73-9 C₁₈H₂₄O₄ 
• 1379457-24-5 N-(4-((S)-5-(acetamidomethyl)-2-oxo-oxazolidin-3-yl)-2-fluorophenyl)-2-(benzyloxy)-4-hydroxybutanamide 
• 1379457-29-0 C₂₃H₂₄FN₅O₅ 
• 109065-85-2 3-(benzyloxy)-4-penten-1-ol 

Relevant academic research and scientific papers

A ring closing metathesis-osmylation approach to oxygenated oxepanes as carbohydrate surrogates

A ring closing metathesis (RCM)-osmylation sequence has been developed for the formation of highly oxygenated cyclic ethers from the corresponding acyclic dienes. A systematic examination of various substrates in this reaction revealed that the process is general in scope and is insensitive to the number of alkoxy substituents present. Subsequent osmylation of the metathesis product proceeds with excellent diastereoselectivity to furnish highly oxygenated oxepanes. These oxepanes represent one-carbon homologated carbohydrates.

Convergent access to bis-spiroacetals through a sila-Stetter-ketalization cascade

An NHC-catalyzed sila-Stetter reaction between aliphatic acylsilanes and vinylketones bearing silyl ether substituents affords functionalized 1,4-diketones, which upon treatment under acidic conditions leads to the corresponding bis-spiroacetals. The two-step sequence may also be carried out in a one-pot operation leading to high yields of the desired bis-spiroacetals.

Synthesis and antibacterial activity of novel 2-oxo-pyrrolidinyl oxazolidinones

Novel antibacterial oxazolidinones bearing pyrrolidinone ring system at the C-5 side chain were synthesized and their in vitro antibacterial activities were evaluated. Most of the synthesized oxazolidinones showed good antibacterial activity against the G

Total synthesis of buergerinin F via effective construction of the asymmetric quaternary carbons using an enantioselective aldol reaction

An efficient method for the synthesis of (+)-buergerinin F is established via the enantioselective aldol reaction of a tetra-substituted ketene silyl acetal with crotonaldehyde, followed by intramolecular Wacker-type ketalization. The Royal Society of Chemistry 2005.

Further observations on the rhodium (I)-catalysed tandem hydrosilylation-intramolecular aldol reaction

The rhodium (I) catalysed tandem hydrosilylation-intramolecular aldol reaction provides a simple strategy for construction of a range of usefully functionalised five-membered rings from readily prepared 6-oxo-2-hexenoates in good yield and with good to excellent stereoselectivity. A series of silanes and rhodium catalysts have been investigated. Stereoselectivity proved to be highly dependant on the catalyst as well as on the substitution pattern of the parent substrate. The extension of this methodology for the synthesis of larger ring sizes has also been evaluated.

HIGHLY REGIOSELECTIVE RING-OPENING OF α-SUBSTITUTED CYCLIC ACID ANHYDRIDES CATALYZED BY LIPASE

Lipase Amano P irreversibly catalyzed a ring-opening of α-substituted cyclic acid anhydrides 1 preferentially at the less hindered carbonyl group to give monoesters with high regioselectivity.

Ruthenium Complex Catalyzed Regioselective Dehydrogenation of Unsymmetrical α,ω-Diols

Ruthenium complex catalyzed regioselective dehydrogenation of unsymmetrically substituted 1,4- and 1,5-diols in the presence of such a hydrogen acceptor as α,β-unsaturated ketone gave predominantly β-substituted γ-lactones and γ-substituted δ-lactones, respectively.Among the ruthenium complexes, RuH2(PPh3)4 was the most active and selective catalyst and showed high catalytic activity even at 20 deg C.For example, 2,2-dimethyl-1,4-butanediol was quantitatively converted to dihydro-4,4-dimethyl-2(3H)-furanone and dihydro-3,3-dimethyl-2(3H)-furanone in a ratio of 99.6/0.4 in the presence of 4-phenyl-3-buten-2-one (hydrogen acceptor) and a catalytic amount of RuH2(PPh3)4 at 20 deg C.The proposed main factor controlling the regioselectivity is the steric constraints produced by the substituent(s) of a diol at the coordination step of alkoxy group to ruthenium.