862297-54-9

Upstream product

• 862133-59-3 (E)-2-(1-iodo-propenylselanyl)-1,3,5-triisopropyl-benzene 
• 68972-11-2 (rac)-2-[1,3]dithian-2-ylmethyl-oxirane 
• 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 
• 862133-57-1 1,3,5-triisopropyl-2-(prop-1-ynylselanyl)-benzene 

Downstream Products

• 862297-55-0 (Z)-1-[1,3]dithian-2-yl-4-iodo-hex-4-en-2-ol 
• 88141-36-0 Methyl 2,4,6-triisopropylphenyl selenide 

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