73872-60-3

Upstream product

• 73872-59-0 C₁₃H₂₇⁽²⁾HOSi 
• 77412-96-5 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 
• 66255-13-8 1-(trimethylsilyl)-4-tert-butyl-7-oxa-cis-bicyclo<4.1.0>heptane 
• 63031-67-4 4-(1,1-dimethylethyl)cyclohexen-1-yltrimethylsilane 
• 98-53-3 4-tercbutyl-cyclohexanone 

Relevant academic research and scientific papers

Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system

The reduction of a series of alkyl mesylates, dimesylates and triflates to the corresponding hydrocarbons was efficiently performed using a reducing system composed of CuCl2·2H2O, an excess of lithium sand and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB), in tetrahydrofuran at room temperature. The process was also applied to enol and dienol triflates affording alkenes and dienes, respectively. The use of the deuterated copper salt CuCl2·2D2O allowed the simple preparation of the corresponding deuterated products.

Reduction of sulfonates and aromatic compounds with the NiCl2 · 2H2O- Li-arene (cat.) combination

A series of alkyl mesylates, dimesylates and alkyl or aryl triflates have been reduced to the corresponding hydrocarbons with nickel(II) chloride dihydrate, an excess of lithium powder and a catalytic amount of DTBB (10 mol%) in THF at room temperature. This methodology applied to enol triflates allowed the preparation of olefins or alkanes depending on the amount of the Ni(II) salt used. The reduction of different aromatic or heteroaromatic compounds under the above mentioned conditions leads to the partial or total reduction of the starting materials, the process being a reasonable alternative to the well-known Birch reaction. The use of the deuterium oxide- containing nickel(lI) salt allows the simple preparation of deuterated products.

Silanes in Organic Synthesis. 9. Enesilylation as a Method for 1,2-Carbonyl Migration within Ketones and for Conversion to 1,2-Transposed Allylic Alcohols

Vinylsilanes are shown to be valuable synthetic intermediates in useful transformations of ketones.The epoxidation of vinylsilanes followed by lithium aluminium hydride reduction and oxidation with chromic acid and sulfuric acid in a two-phase (ether/water) system often gives high yields of 1,2-transposed ketones.With singlet oxygen and sequential sodium borohydride reduction, 2-trimethylsilyl alcohols are produced in which the α position of the parent ketone has been regiospecifically oxygenated.Fluoride ion promoted desilylation completes the conversion to the migrated allylic alcohol.