848122-40-7

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 204388-72-7 3-iodobut-3-en-1-ol 
• 88158-68-3 4-(tert-butyldiphenylsilyloxy)-1-butyne 

Downstream Products

• 350231-10-6 (1S)-{1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-vinyl}-6-isopropenyl-3-methyl-cyclohex-2-enol 
• 848122-36-1 1-[3-(t-butyl-diphenyl-silanyloxy)-1-methylene-propyl]-2-isopropenyl-5,5-dimethylcyclohexanol 
• 1026920-26-2 C₃₀H₄₂OSi 
• 1380515-42-3 C₄₀H₆₀O₄Si 
• 350231-11-7 (1R,6R,7R)-7-[2-(tert-butyl-diphenylsilanyloxy)-ethyl]-10-methylene-4-methylbicyclo[4.4.0^1.6]deca-4-en-6-ol 

Relevant academic research and scientific papers

Free-Radical Carbocyanation of Olefins

The free-radical three-component carbocyanation of electron-rich olefins was investigated with p-tosyl cyanide as cyanide source. The scope and limitations of the process were established by varying the nature of the alkene and radical precursor. Carbocyanation of chiral allylsilanes was shown to occur with high diastereocontrol, leading to syn β-silyl nitriles. The origin of the stereocontrol was rationalized by a Felkin–Anh-type transition-state model. Finally, a tin-free carbocyanation process was also devised, based on the use of a new alkylsulfonyl cyanide incorporating both carbon fragments to be added across the olefinic π system.

Synthesis of moenocinol and its analogs using BT-sulfone in Julia-Kocienski olefination

Moenocinol (C25H42O), the acyclic terpenoid unsaturated lipid part of moenomycin antibiotics, was prepared by an expedient method, which comprised organometallic reaction, Julia-Kocienski olefination, and enolate carbon bond formation as the key steps. The starting materials, nerol and 3-butyn-1-ol, were elaborated to the benzothiazole sulfone 2 and aldehyde 3, and the subsequent Julia-Kocienski olefination occurred in a stereospecific manner to give the desired 6E-configuration of moenocinol. Moenocinol (1) was thus synthesized by 10 linear steps in 12% overall yield, and its analogs 23, 24, and 28 with different chain lengths and unsaturation degrees were also realized by the similar reaction sequences.

Total synthesis of (+)-arteanniun M using the tandem oxy-Cope/ene reaction.

[see reaction]. The first total synthesis of (+)-arteannuin M was accomplished using the tandem oxy-Cope/transannular ene reaction as the key step to construct the bicyclic core of the natural product. The tandem reaction proceeded with high diastereo- an