13231-81-7Relevant academic research and scientific papers
Systematic comparison of sets of 13C NMR spectra that are potentially identical. Confirmation of the configuration of a cuticular hydrocarbon from the cane beetle antitrogus parvulus
Basar, Norazah,Damodaran, Krishnan,Liu, Hao,Morris, Gareth A.,Sirat, Hasnah M.,Thomas, Eric J.,Curran, Dennis P.
, p. 7477 - 7490 (2014/10/15)
A systematic process is introduced to compare 13C NMR spectra of two (or more) candidate samples of known structure to a natural product sample of unknown structure. The process is designed for the case where the spectra involved can reasonably
Asymmetric conjugate addition for the preparation of syn-1,3-dimethyl arrays: Synthesis and structure elucidation of capensifuranone
Williams, David R.,Nold, Andrea L.,Mullins, Richard J.
, p. 5374 - 5382 (2007/10/03)
The synthesis of capensifuranone (1) has been achieved by the application of developments for asymmetric conjugate addition reactions of organocopper reagents with nonracemic N-enoyl-4-phenyl-1,3-oxazolidinones for the preparation of 1,3-syn-dimethyl arra
Toward a total synthesis of okilactomycin. 2. A metathesis-based approach to the heavily functionalized cyclohexane ring
Boulet, Serge L.,Paquette, Leo A.
, p. 895 - 900 (2007/10/03)
An attempt to access in an enantioselective fashion, a highly substituted cyclohexane as required for the northeastern sector of okilactomycin is described. The application of Oppolzer's sultam chemistry, involving in particular an optically and chemicall
Enantioselective carbometalation of cinnamyl derivatives: New access to chiral disubstituted cyclopropanes - Configurational stability of benzylic organozinc halides
Norsikian, Stephanie,Marek, Ilan,Klein, Sophie,Poisson, Jean F.,Normant, Jean F.
, p. 2055 - 2068 (2007/10/03)
A stoichiometric or catalytic amount of (-)-sparteine can serve asa promoter for the enantioselective carbolithiation of cinnamyl derivatives by primary and secondary organolithium compounds. The enantiofacial choice of the addition reaction is dependent on the stereochemistry of the initial double bond. The resulting benzylic organolithium compounds can be derivatized to a linear phenylated chain that bears two contiguous stereogenic centers with given configurations. The use of the dimethyl acetal of the (E)-cinnamyl alcohol allows the highest enantioselective carbolithiation and by simply warming the reaction mixture to room temperature, the resulting benzylic organo-lithium intermediate undergoes a 1,3-elimination to give the chiral disubstituted cyclopropane in high enantiomeric excess (90-95% ee). Another significant finding is the observation that the Li-Zn transmetalation in a benzylic species occurs with inversion of configuration, and the corresponding acyclic benzylic zinc halides have observable configurational stability at - 30°C.
Sterically constrained tricyclic 2-oxazolidinone as excellent chiral auxiliary
Nakamura, Taiju,Hashimoto, Noriaki,Ishizuka, Tadao,Kunieda, Takehisa
, p. 559 - 562 (2007/10/03)
A new class of conformationally rigid 2-oxazolidinones with effectively bulky substituents, derived from the [4+2] cycloadduct of cyclopentadiene and a-oxazolone, serve as extremely powerful chiral auxiliaries for asymmetric alkylations, Diels-Alder reactions and conjugate addition reactions.
Enantioselective carbolithiation of β-alkylated styrene
Norsikian, Stephanie,Marek, Ilane,Normant, Jean-F.
, p. 7523 - 7526 (2007/10/03)
Stoichiometric or catalytic amounts of (-) sparteine serve as promoter for enantioselective carbolithiation of β-alkylated, non functionalized styrene.
