24048-13-3Relevant academic research and scientific papers
PROCESS FOR THE MANUFACTURE OF 2,6,10-TRIMETHYLUNDECA-5,9-DIENAL
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Page/Page column 7, (2018/04/27)
The present invention relates to an improved process for the manufacture of 2,6,10-trimethylundeca-5,9-dienal (Darzens reaction, saponification, decarboxylation).
Synthesis of enantioenriched tertiary boronic esters from secondary allylic carbamates. Application to the synthesis of C30 botryococcene
Pulis, Alexander P.,Aggarwal, Varinder K.
scheme or table, p. 7570 - 7574 (2012/06/16)
Enantioenriched secondary allylic carbamates have been deprotonated with sBuLi and reacted with boronic esters. In contrast to other electrophiles, high α-selectivity was observed and the boronate complexes were formed with almost complete retention of stereochemistry. The boronate complexes underwent a stereospecific 1,2-migration leading to tertiary allylic boronic esters with high er (>98:2). The scope of the reaction has been explored and found to embrace a broad range of both allylic carbamates and boronic esters. The methodology has been applied to an eight-step, stereoselective synthesis of each of the diastereoisomers of C30 botryococcene.
Liphagal, a selective inhibitor of PI3 kinase α isolated from the sponge Aka coralliphaga: Structure elucidation and biomimetic synthesis
Marion, Frederic,Williams, David E.,Patrick, Brian O.,Hollander, Irwin,Mallon, Robert,Kim, Steven C.,Roll, Deborah M.,Feldberg, Larry,Van Soest, Rob,Andersen, Raymond J.
, p. 321 - 324 (2007/10/03)
Liphagal (1), a selective inhibitor of PI3K α, has been isolated from the marine sponge Aka coralliphaga collected in Dominica. The "liphagane" meroterpenoid carbon skeleton of liphagal (1) is new. A biomimetic total synthesis has been used to confirm the
MEROTERPENOID INHIBITORS OF PHOSPHOINOSITIDE 3 KINASE (PI3K)
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Page/Page column 29-32; 38-40, (2008/06/13)
Compounds with unique liphagane meroterpenoid carbon skeleton are described (structures I, II, III) together with pharmaceutical compositions and their use. A method of inhibiting the activity of phosphoinositide 3 kinase (PBK) is disclosed. In particular
Enantioselective synthesis of ent-stellettamide A: Asymmetric dipolar cycloadditions with Me3SiCHN2
Whitlock, Gavin A.,Carreira, Erick M.
, p. 2007 - 2022 (2007/10/03)
We report an enantioselective synthesis of ent-stellettamide A. Efficient entry into the indolizidine is possible through the application of a diastereoselective dipolar cycloaddition reaction of Me3SiCHN2.
Process for preparing polyene compounds
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, (2008/06/13)
Polyene compounds of the formula: EQU1 wherein R' is protected or unprotected hydroxyl or a group of the formula: EQU2 (in which R" and R"' are each carboxyl or a group convertible into carboxyl on hydrolysis), m is a positive integer and n is 0 or a positive integer, which are useful as intermediates in the synthesis of coenzyme Q, can be produced advantageously through a step for the dehydration of a compound of the formula: EQU3 wherein R', m and n are each as defined above.
