5681-54-9

Upstream product

• 2385-77-5 (R)-Citronellal 
• 5949-05-3 (S)-Citronellal 
• 1072-72-6 Tetrahydrothiopyran-4-one 
• 1393560-01-4 (S)-4-methylthiepane 1,1-dioxide 
• 925218-54-8 ethyl 5-oxothiepane-4-carboxylate 
• 1393560-51-4 ethyl 5-hydroxythiepane-4-carboxylate 
• 1393561-91-5 C₁₀H₁₈O₅S₂ 
• 1393561-93-7 ethyl 2,3,6,7-tetrahydrothiepine-4-carboxylate 
• 1393561-23-3 ethyl 2,3,6,7-tetrahydrothiepine-4-carboxylate 1,1-dioxide 
• 1393559-72-2 (1,1-dioxo-2,3,6,7-tetrahydrothiepin-4-yl)methanol 
• 1393561-97-1 C₈H₁₄O₅S₂ 
• 1393559-74-4 4-methyl-2,3,6,7-tetrahydrothiepine 1,1-dioxide 
• 78-00-2 tetraethyllead(IV) 
• 95-50-1 1,2-dichloro-benzene 

Downstream Products

• 1246967-42-9 (4S)-4-methyl-1,2-cyclohexanediazide 

Relevant academic research and scientific papers

Practical catalyst for cyclic metathesis. Synthesis of functional and/or enantiopure cycloalkenes

The oxo-tungsten complex trans-WOCl2(OAr)2 (Ar = 2,6-dibromophenyl) is prepared by reaction of WOCl4 with 2 equiv of 2,6-dibromophenol. A variety of nonconjugated dienes are cleanly cyclized to the corresponding cycloalkenes using 2 mol % of this catalyst in combination with 4 mol % of tetraethyllead. All three components of the catalyst system are commercially available. The catalytic reactions are typically complete in 1 h at 90 °C and allow the synthesis of chiral cycloalkenes with little or no loss in optical activity. For example, (R)-and (5)-citronellene have been cyclized to the corresponding (R)- or (S)-3-methylcyclopentenes in 97% enantiomeric excess. The cyclization is compatible with a variety of functional groups including some ester, amide, and ether derivatives. Tri- (but not tetra-) substituted cycloalkenes could be prepared using this catalyst.

Enantioselective synthesis of chiral sulfones by ir-catalyzed asymmetric hydrogenation: A facile approach to the preparation of chiral allylic and homoallylic compounds

A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg-Baecklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).

{(1 R,2 R,4 R)-4-Methyl-1,2-cyclohexanediamine}oxalatoplatinum(II): A Novel Enantiomerically Pure Oxaliplatin Derivative Showing Improved Anticancer Activity in Vivo

Novel derivatives of the clinically established anticancer drug oxaliplatin were synthesized. Cytotoxicity of the compounds was studied in six human cancer cell lines by means of the MTT assay. Additionally, most promising complexes were also investigated in cisplatin- and oxaliplatin-resistant human cancer cell models. The therapeutic efficacy in vivo was studied in the murine L1210 leukemia model. Most remarkably, {(1R,2R,4R)-4-methyl-1,2-cyclohexanediamine} oxalatoplatinum(II), comprising an equatorial methyl substituent at position 4 of the cyclohexane ring, was as potent as oxaliplatin in vitro but distinctly more effective in the L1210 model in vivo at the optimal dose. The advantage observed in the in vivo situation was mainly based on a more favorable therapeutic index. The maximum tolerated dose of the novel analogue was higher than that of oxaliplatin and caused a greater increase in life span (>200% versus 152%), with more animals experiencing long-term survival (5/6 versus 2/6). These data support further (pre)clinical development of the methyl-substituted oxaliplatin analogue with improved anticancer activity.

Multicatalytic processes using diverse transition metals for the synthesis of alkenes

A series of cascade processes for the synthesis of alkenes from alcohols is described. Each individual step is catalyzed with a specific transition metal complex. The oxidation-methylenation one-pot procedure took place in the presence of a palladium and a rhodium catalyst to produce the desired terminal alkenes in high yields. A methylenation-ring-closing metathesis allowed the synthesis of cyclic alkenes from carbonyl derivatives, using the second-generation metathesis catalyst. Finally, an oxidation-methylenation-RCM process that involves up to three different transition metal catalysts in the same vessel is presented. Copyright

Process for the preparation of optically active cycloolefins

A process for the preparation of optically active cycloolefins based upon reaction of optically active dienes in the presence of catalyst compositions comprising molybdenum and tungsten complexes.