503-47-9Relevant articles and documents
Total synthesis of (±)-dihydroactinidiolide using selenium-stabilized carbenium ion
Dabdoub, Miguel J.,Silveira, Claudio C.,Lenard?o, Eder J.,Guerrero Jr., Palimécio G.,Viana, Luiz H.,Kawasoko, Cristiane Y.,Baroni, Adriano C.M.
scheme or table, p. 5569 - 5571 (2011/02/24)
A new, short total synthesis of dihydroactinidiolide 1 is described using selenium carbenium ion-promoted carbon-carbon bond formation as the key step. Our synthetic strategy starts with a lactonization reaction between 1,3,3-trimethylcyclohexene 13 and α-chloro-α-phenylseleno ethyl acetate 14, affording the key intermediate, α-phenylseleno-γ-butyro lactone 15, which reacted via a selenoxide elimination to the target compound 1.
Enantioselective [2 + 2] cycloaddition of unactivated alkenes with α-acyloxyacroleins catalyzed by chiral organoammonium salts
Ishihara, Kazuaki,Nakano, Kazuhiko
, p. 8930 - 8931 (2008/02/10)
We report the first example of an organocatalytic enantioselective [2 + 2] cycloaddition reaction of unactivated alkenes with α-acyloxyacroleins to give optically active 1-acyloxycyclobutanecarbaldehydes and subsequent ring expansion to give optically active 2-hydroxycyclopentanone derivatives. Organoammonium salt, H-L-Phe-L-Leu-N(CH2CH2)2-reduced triamine?2.6HNTf2, is a highly effective chiral catalyst for the above enantioselective [2 + 2] cycloaddition. Thus, we have developed a novel and useful formal enantioselective [2 + 3] cycloaddition through two steps. Copyright
SYNTHESIS WITH ORGANOBORANES. 2. SYNTHESIS OF α- AND γ-DAMASCONE
Zaidlewicz, Marek
, p. 5135 - 5138 (2007/10/02)
Selective synthesis of α- and γ-damascone, using allylic organoboranes as key intermediates, are described.
