72170-88-8Relevant academic research and scientific papers
An efficient protocol for the oxidative hydrolysis of ketone SAMP hydrazones employing SeO2 and H2O2 under buffered (pH 7) conditions
Smith III, Amos B.,Liu, Zhuqing,Simov, Vladimir
experimental part, p. 3131 - 3134 (2010/03/24)
An effective oxidative protocol for the liberation of ketones from SAMP hydrazones employing peroxyselenous acid under aqueous buffered conditions (pH 7) has been developed. The procedure proceeds without epimerization of adjacent stereocenters or dehydration, in representative SAMP alkylation and aldol reaction adducts, respectively.
Synthesis of medium ring ethers. 5. The synthesis of (±)-laurencin
Burton, Jonathan W.,Clark, J. Stephen,Derrer, Sam,Stork, Thomas C.,Bendall, Justin G.,Holmes, Andrew B.
, p. 7483 - 7498 (2007/10/03)
The enantioselective synthesis of (+)-laurencin 1 has been achieved in 27 steps from (R)-malic acid 20. The key steps involved methylenation of the lactone 49 followed by intramolecular hydrosilation of the enol ether 14 (Scheme 11) and one carbon homologation of the diol 13 to give the key ethyl substituted cyclic ether 59 (Scheme 13). The lactone 49 was obtained by two efficient routes, namely a Claisen ring expansion (Scheme 3) followed by cl-hydroxylation (Scheme 6) and a Yamaguchi lactonization (Scheme 11). Elaboration of the (E)-pentenynyl side chain (Scheme 18) and introduction of bromine (Scheme 19) completed the synthesis of (+)-laurencin 1.
Asymmetric Synthesis of α′-Silylated α-Iodo Ketones via Iodination with Trifluoroiodomethane
Enders, Dieter,Klein, Daniela,Raabe, Gerhard,Runsink, Jan
, p. 1271 - 1272 (2007/10/03)
The diastereo- and enantioselective syntheses of various α′-t-butyldimethylsilyl-α-iodo ketones 4a-h is described. The carbon iodine bond formation is achieved using trifluoroiodomethane as the electrophilic iodination reagent. The iodo ketones 4 are obtained in good yields and with excellent diastereo- and enantiomeric excesses (de,ee ≥ 98%).
