52323-99-6Relevant academic research and scientific papers
Catalytic asymmetric synthesis of substituted morpholines and piperazines
Zhai, Huimin,Borzenko, Andrey,Lau, Ying Yin,Ahn, Shin Hye,Schafer, Laurel L.
supporting information, p. 12219 - 12223 (2013/02/23)
Under two conditions: Hydroamination catalyzed by group 4 metals is featured in the modular and enantioselective synthesis of 3-substituted morpholines and the diastereoselective synthesis of 2,5-substituted piperazines. Copyright
Gold catalysed cyclisation reactions of 1,6-diynes triggered by the addition of methanol
Sperger, Christian,Strand, Lilian H.S.,Fiksdahl, Anne
experimental part, p. 7749 - 7754 (2010/10/21)
Further investigations on our recently discovered gold catalysed cyclisation reaction of 1,6-diynes are reported. By varying the steric and electronic nature of the alkyne substituents, the potentials and limitations of the new reaction have been identifi
Substituted 4-aminocyclohexane derivatives
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Page/Page column 16, (2009/09/07)
Substituted 4-aminocyclohexane derivatives having the formula I: [image] wherein R1-R4 are as described herein, methods for their preparation, medicinal products and pharmaceutical compositions containing these compounds and the use of substituted 4-amino
Asymmetric synthesis of α-allenylglycines
Bucuroaia, Carmen,Groth, Ulrich,Huhn, Thomas,Klinge, Michael
experimental part, p. 3605 - 3612 (2009/12/01)
The coupling of the homocuprate of the bislactim ether of cyclo-(-L-Val-Gly-) (9) with primary propargyl halides produces the allenyl-substituted bislactim ethers 11 in a highly diastereoselective manner, whereas the alkylation of the lith-iated bislactim ether of cyclo-(-L-Val-Gly-) yields the proparg-yl-substituted bislactim ethers 12. Subsequent hydrolysis affords, after protection of the amino group, the methyl α- allenylglycinates 15, the α-allenylglycines 16, and the methyl α-propargylglycinates 17.
A direct route to conjugated enediynes from dipropargylic sulfones by a modified one-flask Ramberg-Baecklund reaction
Cao, Xiaoping,Yang, Yuying,Wang, Xiaolong
, p. 2485 - 2489 (2007/10/03)
The reaction of dipropargylic sulfones with dibromodifluoromethane in the presence of alumina-supported KOH in dichloromethane solution results in facile rearrangement affording the corresponding conjugated linear and cyclic enediynes in good yields. This result shows that the direct transformation of a- and a′-hydrogen bearing sulfones assembles enediyne units without resorting to the prior preparation of the a-halo sulfone precursors in a separate step.
A direct and stereocontrolled route to conjugated enediynes
Jones, Graham B.,Wright, Justin M.,Plourde, Gary W.,Hynd, George,Huber, Robert S.,Mathews, Jude E.
, p. 1937 - 1944 (2007/10/03)
A unified synthetic route to 3-hex-en-1,5-diynes, a key building block found in many of the enediyne antitumor agents and designed materials, was developed. The method, which relies on a carbenoid coupling-elimination strategy is tolerant of a wide range of functionalities, and was applied to the synthesis of a variety of linear and cyclic enediynes. Reaction parameters can be adjusted to control stereoselectivity of the process, producing linear enediynes from 1:12 to >100:1 E:Z ratio, and in the case of cyclic enediynes, giving the exclusively Z C-9, C-10, or C-11 products. Key features of the process are the ready availability of precursors and the mildness and efficiency of the reaction. Application of the process in the design of materials precursors and preparation of enediyne antitumor agents are presented.
Stereochemical control in the metallohalocarbenoid route to linear enediynes
Wright, Justin M.,Jones, Graham B.
, p. 7605 - 7609 (2007/10/03)
Methods for the stereoselective preparation and unmasking of disubstituted Z enediynes are reported. The origins of the unprecedented stereoselectivity of the process are uncovered.
