83861-87-4

Upstream product

• 147973-69-1 (R)-2-benzyloxyhex-5-enal 
• 1335029-07-6 (R)-1-(((2-(benzyloxy)hex-5-en-1-yl)oxy)methyl)-4-methoxybenzene 
• 1012367-43-9 (R)-1-(4-Methoxy-benzyloxy)-hex-5-en-2-ol 
• 83861-86-3 (R)-1-{(4R,5R)-2,2-Dimethyl-5-[(R)-1-methyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-[1,3]dioxolan-4-yl}-pent-4-en-1-ol 
• 133494-68-5 (R)-1,2-dihydroxy-5-hexene 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 209003-89-4 (2R,4R,1'S)-2-(1'-benzyloxy-pent-4'-enyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester 
• 209003-88-3 (2R,4R,1'S)-2-(1'-hydroxy-pent-4'-enyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester 
• 874910-07-3 (4S,5S)-4,5-bis((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolane 
• 874910-08-4 (5R,6R,7R,8R)-5,8-bis(benzyloxy)dodeca-1,11-diene-6,7-diol 
• 874910-06-2 (4S,5S)-4,5-bis((R)-1-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane 
• 874910-05-1 (4R,5R)-4,5-bis(pent-4-enoyl)-2,2-dimethyl-1,3-dioxolane 
• 876144-69-3 (S)-1-(4-Methoxy-benzyloxy)-hex-5-en-2-ol 
• 100-39-0 benzyl bromide 

Downstream Products

• 1353566-63-8 (2S)-2-(benzyloxy)-5-hexenoic acid 
• 1353566-65-0 (1R)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]butyl (2S)-2-(benzyloxy)-5-hexenoate 
• 102385-94-4 (S)-2-benzyloxy-5-hexenal 
• 1353566-58-1 (2R)-2-(benzyloxy)-5-hexenoic acid 
• 1353566-64-9 (1R)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]butyl (2R)-2-(benzyloxy)-5-hexenoate 
• 1353566-66-1 (1S)-1-[(4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]butyl (2R)-2-(benzyloxy)-5-hexenoate 
• 1353566-59-2 C₂₂H₃₀O₅ 
• 1363407-74-2 C₂₂H₃₀O₅ 
• 147973-86-2 (5R,9R,13R,17S,6Z,14Z)-18-methyl-5,13,17-tribenzyloxynonadeca-1,6,14-trien-9-ol 
• 147973-83-9 (2S,6S,10R,14S,3Z,11Z)-15-methyl-2,10,14-tribenzyloxyhexadeca-3,11-dien-6-ol 
• 147973-76-0 (3S,7R,5Z)-7-benzyloxy-2-methylundeca-5,10-dien-3-ol 

Relevant academic research and scientific papers

Synthesis of Decytospolide A, B and Their C-3 Epimers Using Stereoselective Oxypalladation

Stereoselective synthesis of decytospolide A and B and their C-3 epimers, which have a 2,6-cis-tetrahydropyran ring, has been achieved in high stereoselectivity and yield. The oxypalladation of single diastereomers of 6-(benzyloxy)-7-hydroxydodec-2-enyl 2

Titanium(IV)-promoted regioselective nucleophilic ring-opening reaction of chiral epoxyallyl alcohols with acids as a tool for ready access to chiral 1,2,3-triol monoesters: Application to stereoselective total synthesis of macrolides

Titanium(IV)-promoted regioselective ring-opening reaction of chiral epoxy-allyl alcohols (Sharpless conditions as the key strategic step) is developed as a tool for ready access to chiral 5,6-dihydroxyoct-7-en-4-yl alkoxylates. Later, the synthetic utility of products thereof was demonstrated through the RCM based stereoselective synthesis of various natural products.

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

A new access to enantiopure β-hydroxylated piperidines from N-Boc-2- acyloxazolidines. Application to the synthesis of (-)-desoxoprosopinine and (+)-pseudoconhydrine

The synthesis of (-)-desoxoprosopinine and (+)-pseudoconhydrine were achieved from a common oxazolidine precursor. The three stereocenters present in (-)-desoxoprosopinine as well as the two stereocenters of (+)- pseudoconhydrine were created in highly stereoselective ways. The stereoselectivity observed during the reduction of the ketone moiety in the starting oxazolidine was dependent on the occurrence of a chelated intermediate. The others stereocenters arose from stereoselective reductions or alkylations of intermediate iminium ions.

Stereoselective Synthesis of Aliphatic 1,5,9,13-Polyols using (δ-Alkoxyallyl)stannanes

Treatment of aliphatic aldehydes with the allyltin trichloride generated from the 4-benzyloxyocta-2,7-dienylstannane 18 and tin(IV)chloride provides stereoselective access to polyhydroxylated compounds with the hydroxyl groups at positions 1,5,9,13- etc.