79235-09-9

Upstream product

• 583-60-8 2-Methylcyclohexanone 
• 103-63-9 1-phenyl-2-bromoethane 
• 88278-91-5 C₂₁H₂₆O₂ 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 90878-19-6 phenethylmagnesium chloride 
• 17376-04-4 2-phenethyl iodide 
• 3277-89-2 phenethylmagnesium bromide 

Downstream Products

• 63521-79-9 1-methyl-2-phenethyl-cyclohexene 

Relevant academic research and scientific papers

Remarkable Equatorial Selectivity in the Aldol Coupling between Enol Silyl Ethers and Cyclohexanone Acetals

Lewis acid-catalysed aldol coupling of enol silyl ethers and substituted cyclohexanone acetals shows a markedly higher ratio of equatorial attack than the reaction of the parent ketones.

Preparation of Samarium(II) Triflate and It Mediated Grignard-type Reaction. In Situ Formation and Reaction of New Organosamarium Reagents

Samarium(II) triflate was readily prepared by reaction of samarium(III) triflate with sec-butyllithium at room temperature in THF.Its reducing ability was examined by pinacol coupling of carbonyl compounds.Sm(OTf)2 mediated Grignard-type reaction in THF-HMPA effectively; alkylation and allylation of ketones or aldehydes by simple alkyl, allyl, and benzyl halides proceeded via organosamarium intermediates.

The samarium grignard reaction. In situ formation and reactions of primary and secondary alkylsamarium(III) reagents

This work shows that primary and secondary radicals are rapidly reduced in THF/HMPA to form primary- and secondary-alkylsamarium reagents. The primary- and secondary-radicals can be formed either by direct SmI2 reduction of primary- and secondary-halides or by a previous rapid radical cyclization. The samarium reagents have moderate stability in solution, and they react with a variety of typical electrophiles, including aldehydes and ketones. The work further shows that organosamarium intermediates can be involved in the traditional samarium Barbier reaction of aldehydes and ketones conducted in THF/HMPA. A new procedure called the "samarium Grignard" method is introduced, and it is suggested that this new procedure will have considerably more scope and generality than the samarium Barbier reaction.