740817-77-0

Upstream product

• 1424400-62-3 (S)-2-acetoxy-6-benzyloxyhexyl tosylate 
• 821-41-0 5-Hexen-1-ol 
• 1826-67-1 vinyl magnesium bromide 
• 1424400-60-1 (±)-2-acetoxy-6-benzyloxyhexyl tosylate 
• 369357-45-9 6-benzyloxy-2-hydroxyhexyl 4-methylbenzenesulfonate 
• 71998-68-0 (±)-6-benzyloxyhexan-1,2-diol 
• 78999-24-3 5-benzyloxy-1-pentanal 
• 24850-33-7 allyltributylstanane 
• 2371-43-9 (1R,2R)-2-exo-hydroxy-2-endo-allyl-1,7,7-trimethylbicyclo<2.2.1>heptane 

Downstream Products

• 1191933-22-8 C₂₅H₂₉F₃O₄ 
• 1191933-20-6 C₂₃H₃₀O₃ 
• 555-92-0 (S)-coniine hydrochloride 
• 1424400-66-7 (R)-4-azido-8-benzyloxyoct-1-ene 
• 1424400-67-8 (R)-8-benzyloxy-4-(tert-butoxycarbonyl)aminooct-1-ene 

Relevant academic research and scientific papers

Catalytic asymmetric allylations of achiral and chiral aldehydes via BINOL-Zr complex

The complex generated from BINOL, Zr(OtBu)4, and 4 ? MS in toluene-pivalonitrile is very effective for catalytic asymmetric allylation of aldehydes using allyltributyltin. The reactions of achiral aldehyde under these conditions are completed within 3 h using 10-20 mol% of the complex at -20°C. The ees of homoallylic alcohols can be enhanced up to 98% via the tandem asymmetric allylation-Oppenauer oxidations. The scope and limitations of these conditions for β-alkoxy aldehydes were extensively examined.

Studies directed toward the synthesis of caylobolide A: Convergent synthesis of C21-C40 subunit

Stereoselective synthesis of the C21-C40 core segment of caylobolide A has been achieved following a highly efficient convergent strategy. The key reactions featured in the synthesis are Prins cyclization, reductive radical cyclization, Sharpless asymmetric epoxidation and olefin cross metathesis.

Synthesis of optically active heterocyclic compounds via deracemization of 1,2-diol monotosylate derivatives bearing a long aliphatic chain by a combination of enzymatic hydrolysis with Mitsunobu inversion

We have succeeded in accomplishing the deracemization of (±)-2-acetoxydecyl and (±)-acetoxy-6-benzyloxyhexyl tosylates, which have a long substituent, via an enzyme-mediated enantioselective hydrolysis with a Mitsunobu inversion using polymer-supported triphenylphosphine to afford the corresponding (S)-enantiomer. Enantiomerically pure (S)- and (R)-γ-dodecalactones, a fruit flavor, were synthesized from (S)-2-acetoxydecyl tosylate as the mutual starting material. The poisonous alkaloid (S)-coniine was also synthesized using enantiomerically pure allyl amine as the key intermediate derived from (S)-acetoxy-6-benzyloxyhexyl tosylate.

Olefin metathesis-iodoetherification-dehydroiodination strategy for spiroketal subunits of polyether antibiotics

(Chemical Equation Presented) The convergent synthesis of two pentacyclic analogues of the polyether monensin A is described. Although different with respect to the configuration of the alcohol at the 3 position of the six-membered ring of the spiroketal

A highly enantioselective allyl-transfer through suppression of epimerization

A highly enantioselective allyl transfer method was successfully developed, producing terminal homoallylic alcohols in moderate to high yields. In all cases, reactions were carried out under mild acid conditions; reducing the reaction temperature suppressed racemization.