80502-06-3

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 15082-42-5 lithium benzyloxide 
• 2146-67-0 (dichloromethyl)lithium 
• 85167-17-5 2-methyl-2-<3-((r)-(pinanediyldioxy)boryl)propyl>-1,3-dioxolane 
• 132198-30-2 (3R,4R)-4-(benzyloxy)non-8-en-3-ol 
• 80485-60-5 C₁₆H₂₀O₃ 
• 80485-59-2 3-O-benzyl-2,5,6-trideoxy-D-threo-hex-5-enofuranose 
• 132198-29-9 (3S,4R)-4-Benzyloxy-non-8-en-3-ol 
• 1169393-31-0 1,4-anhydro-2-deoxy-5,6-O-isopropylidene-3-O-benzyl-L-ribo-hex-1-enitol 
• 1311946-37-8 (4R,5R)-4-(benzyloxy)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)dihydrofuran-2(3H)-one 
• 1311946-42-5 (4R,5S)-4-(benzyloxy)-5-((S)-1,2-dihydroxyethyl)dihydrofuran-2(3H)-one 
• 1311946-44-7 (4R,5S)-4-(benzyloxy)-5-vinyldihydrofuran-2(3H)-one 
• 79298-14-9 1,4-anhydro-2-deoxy-5,6-O-isopropylidene-3-O-benzyl-D-ribo-hex-1-enitol 
• 1311946-38-9 (4S,5S)-4-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)dihydrofuran-2(3H)-one 

Relevant academic research and scientific papers

Stereoselective total syntheses of (+)-exo- and (-)-exo-brevicomins, (+)-endo- and (-)-endo-brevicomins, (+)- and (-)-cardiobutanolides, (+)-goniofufurone

Stereoselective total syntheses of aggregation pheromones (+)-exo-brevicomin (9a), (-)-exo-brevicomin (9b), (+)-endo-brevicomin (9c), (-)-endo-brevicomin (9d) and styryllactones (+)-cardiobutanolide (14a), (-)-cardiobutanolide (14b), and (+)-goniofufurone

Enantioselective synthesis of α-benzyloxy-ω-alkenals: application to the synthesis of (+)-exo-brevicomin, (+)-iso-exo-brevicomin, and (-)-isolaurepan

The enantioselective synthesis of α-benzyloxy aldehydes containing a terminal alkene was carried out from chiral pool l-(+)-tartaric acid by employing the stereoselective reduction of a 1,4-diketone as the key step. The synthetic utility of these aldehyde

Asymmetric synthesis of unsaturated α-benzyloxyaldehydes: An enantioselective synthesis of (+)-exo-brevicomin

Enantioselective synthesis of α-hydroxy aldehydes with an alkene tether was accomplished from l-(+)-tartaric acid, employing stereoselective reduction of a 1,4-diketone with L-selectride as the key step. Synthetic utility of these aldehydes was demonstrat

Synthesis of (+)-endo- and (+)-exo-brevicomin viaenzyme-mediated hydrolysis of an enol ester

Optically pure (+)-endo- and (+)-exo-brevicomin have been synthesized in short steps starting from α-hydroxy ketone derivative, (R)-4-benzyloxy-8-nonen-3-one (3), which was prepared via enzymatic hydrolysis of racemic enol ester 4.

Synthetic Routes to 6,8-Dioxabicyclooctyl Pheromones from D-Glucose Derivatives. 2. Synthesis of (+)-exo-Brevicomin

The hydrated, acyclic form of (+)-exo-brevicomin indicates that the chirality of the molecule resides in a D-threo glycol segment such as that found at C3 and C4 of D-glucose.Accordingly, "acyclic transfer" of this portion of the sugar into a suitable pre