88141-36-0

Upstream product

• 7101-31-7 dimethyl diselenide 
• 108894-99-1 (2,4,6-triisopropylphenyl)magnesium bromide 
• 130248-05-4 2,4,6-triisopropylbenzene selenenyl bromide 
• 71518-96-2 bis(2,4,6-triisopropylphenyl)diselenide 
• 21524-34-5 2,4,6-triisopropyl-1-bromobenzene 
• 862133-59-3 (E)-2-(1-iodo-propenylselanyl)-1,3,5-triisopropyl-benzene 
• 862133-57-1 1,3,5-triisopropyl-2-(prop-1-ynylselanyl)-benzene 
• 862297-54-9 (Z)-1-[1,3]dithian-2-yl-4-(2,4,6-triisopropyl-phenylselanyl)-hex-4-en-2-ol 
• 74-88-4 methyl iodide 

Downstream Products

• 105417-33-2 methyl 2,4,6-triisopropylphenyl selenoxide 

Relevant academic research and scientific papers

1-Iodo-1-selenoalkenes as versatile alkene 1,1-dianion equivalents. Novel connective approach towards the tetrahydropyran subunit of polycavernoside A

syn-Hydroalumination of 2,4,6-triisopropylphenylselanyl-1-alkynes with DIBAL-H followed by Al/I exchange with I2 afforded exclusively (E)-1-iodo-1-selenoalkenes in good yields. 1-Iodo-1-selenopropene 10 proved to be a convenient 1,1 dianion equivalent, leading to the stereodivergent synthesis of allylsilanes (Z)-6 and (E)-6. Adduct 3, an intermediate in the synthesis of the tetrahydropyran subunit of polycavernoside A, was efficiently synthesised from allylsilane (Z)-6 and aldehyde 7 via an intramolecular Sakurai cyclisation.

A connective approach to the tetrahydropyran subunit of polycavernoside a via a novel 1,1-dianion equivalent

Racemic tetrahydropyran 3 was efficiently synthesised from allylsilane 6 and aldehyde 7 via an intramolecular Sakurai cyclisation. In a single step, the relative configuration of three chiral centres was established. Allylsilane 6 was readily assembled fr

Asymmetric Oxidation of Simple Selenides to Selenoxides in High Enantiopurity. Stereochemical Aspects of the Allyl Selenoxide/Allyl Selenenate Rearrangement

For the first time simple alkyl aryl selenoxides of high enantiomeric purity (90-95percent ee) and well-defined stereochemistry are available via the asymmetric oxidation of selenides using (+)- or (-)-N-(phenylsulfonyl)-(3,3-dichlorocamphoryl)oxaziridine heptane-2,3'-oxaziridine>>>.These nonracemic selenoxides, which are more stable in solution than in the solid state, exhibit high configurational stability as long as acid and moisture are excluded.Complete racemization occurs within minutes on addition of trace amounts of acid and water.The asymmetric oxidation of (E)- and (Z)-aryl cinnamyl selenides 11 and 12 with oxaziridine (+)-4 affords optically active 1-phenyl allyl alcohol (15) via a concerted sigmatropic selenoxide-selenenate rearrangement.The extent of 1->3 chirality transfer (41-62percent ee) as well as the endo/exo transition state geometry is highly dependent on the structure of the allylic selenide.

Asymmetric Oxidation of Alkyl Aryl Selenides under Sharpless Oxidation Conditions

Optically active alkyl aryl selenoxides were synthesized by the asymmetric oxidation of corresponding selenides under Sharpless oxidation conditions.The absolute configurations of the optically active alkyl aryl selenoxides prepared were estimated by comp

FIRST SYNTHESIS OF SIMPLE OPTICALLY ACTIVE SELENOXIDES

Simple optically active selenoxides (5-11 percente.e.) were prepared using a kinetic resolution procedure and were demonstrated to be configurationally unstable as a result of acid catalyzed achiral hydrate formation.