Application In Synthesis of 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol, is researched, Molecular C11H18O, CAS is 35836-73-8, about A crystalline, internally-coordinated chloroborane for asymmetric hydroboration. Author is von Dollen, Breanna; Wood, John L.; Savage, Quentin R.; Jones, Andrew J.; Garner, Charles M..
Here was reported the preparation of a unique chiral chloroborane-internal ether complex and its applications in asym. hydroboration. This chloroborane was easily obtained in crystalline, solvent-free and enantiomerically pure form. The chem. shift of the Lewis-basic methoxy group was sensitive to the boron environment, making this reagent especially amenable to NMR studies in which diastereomer ratios can, in many cases, be determined before oxidation, and even kinetics are relatively easily carried out. It reacted readily with prochiral alkenes to give, after oxidation, alcs. in up to 82% ee. The dialkylchloroborane intermediates could be diastereomerically purified by recrystallization either directly, or as air-stable ethanolamine complexes, to give after oxidation alcs. in up to 99.8% ee. The chloro group was easily replaced by hydride in-situ, allowing for intramol. asym. hydroborations and deuteroborations with a high degree of regiochem. control that intermol. hydroborations cannot provide.
After consulting a lot of data, we found that this compound(35836-73-8)Application In Synthesis of 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Chloride – Wikipedia,
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