16766-97-5Relevant articles and documents
Base-dependent stereoselectivity in reactions of acyl ligand in phenylacetyliron complex (η5-C5H5)Fe(CO)(PPh3)(COCH2Ph)
Guo,Zamojski
, p. 1105 - 1108 (1992)
Alkylation of the anion 4 is only little stereoselective and leads to mixtures of stereoisomeric products 5A,B-9A,B. Proportion of stereoisomers depends strongly on the base employed. Condensation with acetaldehyde or benzeldehyde leads to four stereoisomeric products 11C-F and 12C-F, proportion of which depends also on the bases used. Decomplexation leads in the case of alkylated products to bromides 13, and in the case of aldol product 11 to bromohydrin 14 and epoxides 15 and 16.
HBr–DMPU: The First Aprotic Organic Solution of Hydrogen Bromide
Li, Zhou,Ebule, Rene,Kostyo, Jessica,Hammond, Gerald B.,Xu, Bo
supporting information, p. 12739 - 12743 (2017/09/25)
HBr and DMPU (1,3-dimethyl-3,4,5,6-tetrahydro-2-pyrimidinone) form a room-temperature-stable complex that provides a mild, effective, and selective hydrobrominating reagent toward alkynes, alkenes, and allenes. HBr–DMPU could also replace other halogenating reagents in the halo-Prins reaction, ether cleavage, and deoxy-bromination reactions.
Stereocontrolled α-alkylation of fully protected L-serine
Brunner, Martin,Saarenketo, Pauli,Straub, Thomas,Rissanen, Kari,Koskinen, Ari M. P.
, p. 3879 - 3883 (2007/10/03)
Diastereoselective alkylation of the (2S,4S) and (2R,4S) diastereomers of 3-tert-butyl 4-methyl 2-tert-butyl-1,3-oxazolidine-3,4-dicarboxylate (1a/b) is reported. Formation of both diastereomers of these oxazolidines was achieved by changing the order of protection steps, and their relative and absolute configurations were determined by NOESY spectroscopy. The use of the bulky ring substituent tBu together with Boc as the N-protecting group led to the exclusive formation of only one alkylated diastereomer. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.