20631-84-9Relevant articles and documents
Unusual products in reactions using ethyldimesitylborane, mesityllithium, and carbonyl compounds
Kawashima, Takayuki,Yamashita, Naoko,Kannabe, Tohru,Okazaki, Renji
, p. 354 - 357 (2001)
Unusual carbonyl adducts, Mes2BCH = CHCHCH3CRR1OH, were obtained by sequential treatment of ethyldimesitylborane with mesityllithium (2BCHCH3CRR1OH. A mechanistic study was carried out.
Enantioselective Reductive Oligomerization of Carbon Dioxide into l-Erythrulose via a Chemoenzymatic Catalysis
Bontemps, Sébastien,Clapés, Pere,Desmons, Sarah,Dumon, Claire,Fauré, Régis,Grayson-Steel, Katie,Hurtado, John,Nu?ez-Dallos, Nelson,Vendier, Laure
supporting information, p. 16274 - 16283 (2021/10/12)
A cell-free enantioselective transformation of the carbon atom of CO2has never been reported. In the urgent context of transforming CO2into products of high value, the enantiocontrolled synthesis of chiral compounds from CO2would be highly desirable. Using an original hybrid chemoenzymatic catalytic process, we report herein the reductive oligomerization of CO2into C3(dihydroxyacetone, DHA) and C4(l-erythrulose) carbohydrates, with perfect enantioselectivity of the latter chiral product. This was achieved with the key intermediacy of formaldehyde. CO2is first reduced selectively by 4e-by an iron-catalyzed hydroboration reaction, leading to the isolation and complete characterization of a new bis(boryl)acetal compound derived from dimesitylborane. In an aqueous buffer solution at 30 °C, this compound readily releases formaldehyde, which is then involved in selective enzymatic transformations, giving rise either (i) to DHA using a formolase (FLS) catalysis or (ii) to l-erythrulose with a cascade reaction combining FLS and d-fructose-6-phosphate aldolase (FSA) A129S variant. Finally, the nature of the synthesized products is noteworthy, since carbohydrates are of high interest for the chemical and pharmaceutical industries. The present results prove that the cell-freede novosynthesis of carbohydrates from CO2as a sustainable carbon source is a possible alternative pathway in addition to the intensely studied biomass extraction andde novosyntheses from fossil resources.
Novel Boron-Nitrogen Containing Compounds from the Reaction of Organolithiums with Complexes between Dimesitylfluoroborane and Six- or Five-membered Aza Aromatic Compounds
Okada, Keiji,Suzuki, Riho,Oda, Masaji
, p. 2069 - 2070 (2007/10/02)
Treatment of an ether solution of dimesitylfluoroborane-pyridine with organolithium reagents at -30 deg C gives 1-dimesitylboryl-2-substituted 1,2-dihydropyridines, whereas similar treatment of dimesitylfluoroborane-thiazole or 1-substituted imidazoles gi
