212560-65-1Relevant articles and documents
A Concise Enantioselective Synthesis of (+)-L-733,060 and (+)-T-2328 via Sequential Proline Catalysis
Lalwani, Komal G.,Sudalai, Arumugam
supporting information, p. 1339 - 1343 (2016/06/01)
A new, sequential proline-catalyzed approach to the synthesis of (+)-L-733,060 and (+)-T-2328 in high optical purity (93% ee) is described starting from phenyl N-Boc imine. The strategy involves proline-catalyzed Mannich reaction of an arylimine with acet
Controlling stereoselectivity in the aminocatalytic enantioselective mannich reaction of aldehydes with in situ generated N-carbamoyl imines
Galzerano, Patrizia,Agostino, Dario,Bencivenni, Giorgio,Sambri, Letizia,Bartoli, Giuseppe,Melchiorre, Paolo
experimental part, p. 6069 - 6076 (2010/09/07)
A simple and convenient method for the direct, aminocatalytic, and highly enantioselective Mannich reactions of aldehydes with in situ generated N-carbamoyl imines has been developed. Both α-imino esters and aromatic imines serve as suitable electrophilic components. Moreover, the judicious selection of commercially available secondary amine catalysts allows selective access to the desired stereoisomer of the N-tert-butoxycarbonyl (Boc) or N-carbobenzyloxy (Cbz) Mannich adducts, with high control over the syn or anti relative configura-tion and almost perfect enantioselectivity. Besides the possibility to fully control the stereochemistry of the Mannich reaction, the main advantage of this method lies in the operational simplicity; the highly reactive N-carbamate-protected imines are generated in situ from stable and easily handled aamido sulfones. 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
Stereoselective synthesis of the 1,N2-deoxyguanosine adducts of cinnamaldehyde. A stereocontrolled route to deoxyguanosine adducts of α,β-unsaturated aldehydes
Rezaei, Mansoureh,Harris, Thomas M.,Rizzo, Carmelo J.
, p. 7513 - 7516 (2007/10/03)
α,β-Unsaturated aldehydes (enals) react with deoxyguanosine and have mutagenic potential. For higher enals, the reaction of deoxyguanosine gives diastereomeric 6-substituted 8-hydroxypyrimidopurinone products. These stereoisomers may have different local