92984-49-1Relevant academic research and scientific papers
Chiral 1,2,3-Triazolium Salt Catalyzed Asymmetric Mono- and Dialkylation of 2,5-Diketopiperazines with the Construction of Tetrasubstituted Carbon Centers
Yang, Ju-Song,Lu, Ka,Li, Chen-Xiao,Zhao, Zu-Hang,Zhang, Xiao-Ming,Zhang, Fu-Min,Tu, Yong-Qiang
supporting information, (2022/01/22)
Novel asymmetric mono- and dialkylation reactions of α-substituted 2,5-diketopiperazines catalyzed by new chiral spirocyclic-amide-derived triazolium organocatalysts have been developed, resulting in a range of enantioenriched 2,5-diketopiperazine derivatives containing one or two tetrasubstituted carbon stereocenters. The reactions feature high yields (up to 98%), and excellent cis-diastereo- and enantioselectivities (up to >20:1 dr, >99 % ee), and they provide a new asymmetric synthetic approach to important functionalized 2,5-diketopiperazine skeletons. Furthermore, a possible reaction mechanism was proposed based on both control experiments and extensive DFT calculations.
98. A Regioselective Cyclohexannulation Procedure via Dienamine Cycloaddition. Synthesis of Functionalised Decalins
Snowden, Roger L.,Linder, Simon M.,Wuest, Manfred
, p. 892 - 905 (2007/10/02)
A regioselective cyclohexannulation procedure, whose key step involves the cycloaddition of dienamines 12-24 with methyl acrylate, allows the conversion of cycloalkanones 1-11 to bicyclic dienoates 25-37.The chemistry of 26 is briefly examined and, in the context of organoleptic studies concerning functionalised 5,5,9-trimethyldecalins, the transformation of 37 to ketones 44 and 46 as well as to acetates 53-56 is described.
DIENAMINES AS DIELS-ALDER DIENES. AN EFFICIENT CYCLOHEXANNULATION SEQUENCE.
Snowden, Roger L.,Wuest, Manfred
, p. 699 - 702 (2007/10/02)
An efficient cyclohexannulation sequence is described whose key step involves a Diels-Alder reaction between an (E)-dienamine and methyl acrylate.
Solvolytic Hydroperoxide Rearrangements. 2. Oxa Bicyclic Hemiketal Peroxides from Homoallylic and Cyclopropylcarbinyl Precursors
Lillie, Thomas S.,Ronald, Robert C.
, p. 5084 - 5088 (2007/10/02)
Studies in this laboratory have resulted in the discovery of a novel hydrogen peroxide mediated ring expansion that is suitable for the synthesis of medium to large ring oxa bicyclic compounds.This rearrangement involves the solvolysis of homoallylic bros
