141081-71-2Relevant academic research and scientific papers
Facile synthesis of (±)-paeonilide
Du, Yuguo,Liu, Jun,Linhardt, Robert J.
, p. 3952 - 3954 (2008/02/01)
(Chemical Equation Presented) (±)-Paeonilide, a novel monoterpenoid metabolite from the roots of Paeonia delavayi showing anti-platelet activating factor activity, is convergently synthesized in five steps with 59% overall yield. The application of benzoyl peroxide-promoted radical addition of unsaturated ester to aldehyde and subsequent topologically favored cyclization greatly simplified the synthesis.
Asymmetric desymmetrization of prochiral 1,3-diols via diastereoselective C-O bond fission of bicyclic acetal using a chiral sulfoxide as a chiral auxiliary
Maezaki, Naoyoshi,Murakami, Manabu,Soejima, Motohiro,Tanaka, Tetsuaki,Imanishi, Takeshi,Iwata, Chuzo
, p. 1146 - 1151 (2007/10/03)
Asymmetric desymmetrization of a prochiral 1,3-diol was established by diastereoselective C-O bond fission of the chiral α-sulfinyl acetal 6. Treatment of 6 with titanium tetrachloride afforded mainly 7a via an oxonium intermediate, while with lithium diisopropylamide 7b was selectively obtained via diastereoselective β-elimination followed by an olefin isomerization.
Asymmetric Fuctionalisation of Prochiral 1,3-Diols Based on an Efficient 1,6-Chiral Induction: the Diastereoselective C-O Bond Fission in Chiral β-Arylsulfinyl Acetal via Two Types of Chelation Control
Iwata, Chuzo,Maezaki, Naoyoshi,Murakami, Manabu,Soejima, Motohiro,Tanaka, Tetsuaki,Imanishi, Takeshi
, p. 516 - 518 (2007/10/02)
The novel asymmetric functionalisation of a prochiral 1,3-diol is accomplished by the diastereoselective C-O bond fission of the chiral β-arylsulfinyl acetal via two types of chelation controlled transition states (A and C in Scheme 4).
