1217437-09-6Relevant articles and documents
Difunctionalization of Alkenylpyridine N-Oxides by the Tandem Addition/Boekelheide Rearrangement
Xun, Xudong,Zhao, Man,Xue, Jianzhong,Hu, Tao,Zhang, Ming,Li, Guofeng,Hong, Liang
, p. 8266 - 8269 (2019/10/16)
A convenient and efficient approach for the difunctionalization of alkenylpyridine N-oxides through the tandem addition/Boekelheide rearrangement has been developed. The C-O and C-X (S, O, Cl) bonds are constructed simultaneously at the α- and β-positions under mild reaction conditions in 100% atom economy, which complements previously reported α- or β-functionalizations.
DiPAMP's big brother "i-Pr-SMS-Phos" exhibits exceptional features enhancing rhodium(I)-catalyzed hydrogenation of olefins
Stephan, Michel,Sterk, Damjan,Mohar, Barbara
supporting information; experimental part, p. 2779 - 2786 (2010/03/25)
Switching Knowles DiPAMP's {DiPAMP = l,2-bis[(o-anisyl)(phenyl)phosphino] ethane} MeO groups with i-PrO ones led to the iPr-SMS-Phos {i-Pr-SMS-Phos = l,2-bis[(o-isopropoxyphenyl)(phenyl)phosphino]ethane} ligand which displayed a boosted catalyst activity coupled with an enhanced enantioselectivity in the rhodium(I)catalyzed hydrogenation of a wide-range of representative olefinic substrates (dehydro-a-amido acids, itaconates, acrylates, enamides, enol acetates, α,α-diarylethylenes, etc). The rhodium(I)-(i-PrSMS-Phos) catalytic profile was investigated revealing its structural attributes and robustness, and in contrast to the usual trend, 31P NMR analysis revealed that its methyl (Z)-α-acetamidocinnamate (MAC) adduct consisted of a reversed diastereomeric ratio of 1.4:1 in favour of the most reactive diastereomer.