180692-68-6Relevant academic research and scientific papers
Asymmetric synthesis of a 12-membered macrolactone core and a 6-epi analogue of amphidinolide W from 4-pentenoic acid
Chatterjee, Bhaskar,Mondal, Dhananjoy,Bera, Smritilekha
, p. 1170 - 1185,16 (2020/09/09)
A flexible and efficient asymmetric route to the synthesis of a 12-membered macrolactone core and a 6-epi analogue of amphidinolide W has been accomplished from commercially available 4-pentenoic acid. The successful generation of stereocenters was achieved by utilizing an Evans' chiral auxiliary-based alkylation and aldol reaction. Other key reactions such as a Julia-Kocienski olefination, Kita's macrolactonization, ring closing metathesis (RCM) reaction, and Yamaguchi's esterification were significant for the construction of the macrolactone cores.
Probing the influence of an allylic methyl group in zearalenone analogues on binding to Hsp90
Rink, Christian,Sasse, Florenz,Zubrienae -, Asta,Matulis, Daumantas,Maier, Martin E.
supporting information; experimental part, p. 14469 - 14478 (2011/03/21)
By the replacement of an acetate with propionate by means of organic synthesis, a range of zearalenone analogues were prepared that feature an allylic methyl group. For the synthesis of the aliphatic region of the analogues, we used an asymmetric alkylati
Highly stereoselective approach toward the synthesis of the macrolactone core of amphidinolide W
Mohapatra, Debendra K.,Chatterjee, Bhaskar,Gurjar, Mukund K.
body text, p. 755 - 758 (2009/05/07)
The diastereoselective synthesis of the macrolactone core of amphidinolide W was successfully accomplished using Evans' asymmetric alkylation, Aldol reaction, Julia-Kocienski olefination, and Kita's macrocyclization protocol.
Studies directed towards the synthesis of antascomicin A: stereoselective synthesis of the C22-C34 fragment of the molecule
Chakraborty, Tushar Kanti,Mohan, Bajjuri Krishna,Sreekanth, Midde
, p. 5003 - 5005 (2007/10/03)
A stereoselective synthesis of the C22-C34 fragment of the non-immunosuppressive immunophilin-binding natural product, antascomicin A was achieved using d-quinic acid as the starting material and highly stereoselective aldol reactions were employed, as ke
Synthesis of bistramide A
Statsuk, Alexander V.,Liu, Dong,Kozmin, Sergey A.
, p. 9546 - 9547 (2007/10/03)
We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype δ. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening
Cyclohexenone construction by intramolecular alkylidene C-H insertion: Synthesis of (+)-cassiol
Taber, Douglass F.,Meagley, Robert P.,Doren, Douglas J.
, p. 5723 - 5728 (2007/10/03)
We report new procedures for stereoselective cyclopentene and cyclohexenone construction employing the alkylidene carbene C-H insertion reaction. Described are diastereoselective insertion into methylene and enantiospecific insertion into methine C-H bonds. The latter case leads directly to the enantioselective synthesis of (+)-cassiol (1).
