286470-92-6Relevant articles and documents
Formal enantioselective synthesis of aplykurodinone-1
Peixoto, Philippe A.,Jean, Alexandre,Maddaluno, Jacques,De Paolis, Michael
supporting information, p. 6971 - 6973 (2013/07/26)
Step economy and simplicity were combined in the asymmetric formal synthesis of aplykurodinone-1 (see scheme; TBS=tert-butyldimethylsilyl). The key features of the strategy involve a one-pot aerobic and directed oxidation/deoxygenation and a late-stage co
Oxidation of acyclic alkenes and allyl and benzyl ethers with DIB/t-BuOOH/Mg(OAc)2
Sastraruji, Thanapat,Pyne, Stephen G.,Ung, Alison T.
, p. 598 - 602 (2012/01/05)
Oxidation of (11Z)-1′,2′-didehydrostemofoline with DIB/TBHP/Mg(OAc)2·4H2O resulted in oxidative cleavage of the C-11-C-12 double bond instead of the desired allylic oxidation of the 1-butenyl side chain. Stemofoline gave a similar result. The oxidation of more simple terminal alkenes was regioselective and gave vinyl ketones while allyl and benzyl ethers gave acrylate and benzoate esters, respectively. Allyl and benzyl ethers could be chemoselectively oxidized in the presence of a terminal alkene or benzyl group. Oxidation of an internal alkene was poorly regioselective, in contrast to the oxidation of 1-substituted cyclohexenes.
Formal total synthesis of (+)-wortmannin using catalytic asymmetric intramolecular aldol condensation reaction
Shigehisa, Hiroki,Mizutani, Takashi,Tosaki, Shin-Ya,Ohshima, Takashi,Shibasaki, Masakatsu
, p. 5057 - 5065 (2007/10/03)
A catalytic process for the synthesis of optically active C4-substituted tetrahydroindandiones using an asymmetric intramolecular aldol condensation reaction was developed. When 30 mol% of phenylalanine and 50 mol% of pyridinium p-toluenesulfonate were us
Pd-catalyzed ring opening of cyclopropanols
Okumoto, Hiroshi,Jinnai, Takamitsu,Shimizu, Hiroyuki,Harada, Yoshinori,Mishima, Hideki,Suzuki, Akira
, p. 629 - 630 (2007/10/03)
Treatment of substituted cyclopropanols with a Pd catalyst in MeCN at 50 °C gave enones in good yields.
