New Strategy for Forging Contiguous Quaternary Carbon Centers via H 2 O 2 -Mediated Ring Contraction
Stereospecific construction of contiguous quaternary carbon centers constitutes a major challenge in natural product synthesis. A general protocol that enables stereospecific construction of all stereoisomers of such a moiety remains elusive. In this article, we will discuss the oxidative ring contraction of all-substituted cyclic α-formyl ketones mediated by H 2 O 2, which provides a facile access to the stereospecific construction of contiguous quaternary carbon centers.
Hu, Jiadong,Yu, Xin,Xie, Weiqing
p. 2517 - 2524
(2017/09/28)
A concise route to the macrocyclic core of the rakicidins
An efficient synthesis of the macrolactone core of the rakicidins is described. The rakicidins are cytotoxic lipopeptides with interesting cancer cell selectivities including HIF-1-independent hypoxia-selective cytotoxicity and anti-invasive activity. Access to the core may now allow establishment of preliminary SAR and exploration of routes to several members of rakicidins.
Poulsen, Thomas B.
supporting information; experimental part
p. 12837 - 12839
(2012/01/06)
Intramolecular Amidoalkylation of Chiral Iminium Ions: Stereoselective Synthesis of syn-1,3-Aminoalcohols
The intramolecular Hosomi-Sakurai reaction of 3-siloxybutaniminium salts exhibited a syn selectivity of up to 51:1, while the same type of reaction of 2-methyl-3-siloxypropaniminium salts showed up to 290:1 syn selectivity.