A STEREOSPECIFIC SYNTHESIS OF CHIRAL 1,3-DISUBSTITUTED BROMOALLENES
Optically active 1,3-disubstituted propargyl alcohols undergo SNi' rearrangements with thionyl bromide in the presence of propylene oxide to yield bromoallenes without loss of optical purity.
Studies on the Photochemical Reactions of α,β-Acetylenic Ketones with Tetramethylethylene
With exclusion of acid, photolysis of mixtures of 1 and 2 in benzene yields 7a and 8a, which rearrange readily to 3, the previously isolated product.Labeling experiments show that these dienes arise by intramolecular 1,4 transfer of hydrogen.Irradiation o
Saba, Shahrokh,Wolff, Steven,Schroeder, Clemens,Margaretha, Paul,Agosta, William C.
Total Synthesis and Antitrypanosomal Activity of Janadolide and Simplified Analogues
Janadolide is a cyclic depsipeptide natural product isolated from the marine cyanobacterium Okeania sp. Herein, we describe the total synthesis of janadolide, along with eight simplified analogues, via an efficient solid-phase strategy. Crucial to the synthesis of the natural product was the construction of a key polyketide fragment via an enantioselective (-)-B-chlorodiisopinocampheylborane-mediated reduction and a B-alkyl Suzuki reaction. Janadolide and the simplified analogues exhibited antitrypanosomal activity against pathogenic Trypanosoma brucei rhodesiense and Trypanosoma cruzi parasites.
Chung, Jonathan H.,Corcilius, Leo,Geraghty, Kieran,Kaiser, Marcel,Payne, Richard J.,Tang, Arthur H.
supporting information
(2020/04/20)
Synthesis of a key intermediate for the total synthesis of pseudopteroxazole
A facile synthesis of a key intermediate for the total synthesis of anti-mycobacterial compound pseudopteroxazole is described employing an intramolecular Diels-Alder cyclization and an iodine-mediated oxidative aromatization step.
Yadav,Bhasker, E. Vijaya,Srihari
experimental part
p. 1997 - 2004
(2010/04/29)
Synthesis of carbonyl and dicarbonyl compounds from organometallic reagents and N-imidazolium-N-methyl amides and bis-amides
A new method for the synthesis of selective acylating agents is described from the reaction of carboxylic acids with 3-methyl-1-methylamino-3H-imidazol-1-ium salts in the presence of appropriate coupling reagents. The amides and bis-amides thus prepared reacted selectively with organometallics to afford ketones and diketones and with DIBALH to give aldehydes and dialdehydes in high yields.
De Las Heras, Maria A.,Vaquero, Juan J.,Garcia Navio, Jose L.,Alvarez-Builla, Julio
p. 14297 - 14310
(2007/10/03)
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