84379-54-4Relevant academic research and scientific papers
Production of optically active 2 - vinylcyclopropane - 1, 1 - dicarboxylic acid ester
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, (2018/03/31)
Provided is a method for producing an optically active 1-amino-2-vinylcyclopropane-1-carboxylic acid ester and 2-vinylcyclopropane-1,1-dicarboxylic acid ester, which do not isomerize during a reaction, with an inexpensive and easily obtainable optically a
Gold-catalyzed direct cycloketalization of acetonide-tethered alkynes in the presence of water
Alcaide, Benito,Almendros, Pedro,Carrascosa, Rocío
supporting information, p. 9391 - 9396 (2012/11/13)
A methodology for the direct preparation of bridged acetals from acetonide-tethered alkynes under gold catalysis in the presence of water has been developed. The bicyclic ring structures bearing a bridged five-membered ring arise from the regioselective b
Gold/acid-cocatalyzed regiodivergent preparation of bridged ketals via direct bis-oxycyclization of alkynic acetonides
Alcaide, Benito,Almendros, Pedro,Carrascosa, Rocio,Torres, M. Rosario
supporting information; experimental part, p. 1277 - 1283 (2010/07/03)
The regioselective metal/acid co-catalyzed direct bis-oxycyclization of alkynyldioxolanes allows the efficient synthesis of optically pure biand tricyclic bridged acetal systems.
Total synthesis of (+)-azinothricin and (+)-kettapeptin
Hale, Karl J.,Manaviazar, Soraya,George, Jonathan H.,Walters, Marcus A.,Dalby, Stephen M.
supporting information; scheme or table, p. 733 - 736 (2009/09/30)
(Chemical Equation Presented) Asymmetric total syntheses of (+)-azinothricin and (+)-kettapeptin have been completed through a common new pathway that exploits a highly chemoselective coupling reaction between the fully elaborated cyclodepsipeptide 5 and the glycal activated esters 3 and 4 at the final stages of both respective syntheses.
Total synthesis of an enantiomeric pair of FR980482. 2. Syntheses of the aromatic and the optically active aliphatic segments
Yoshino, Toshiharu,Nagata, Yuriko,Itoh, Etsuko,Hashimoto, Masaru,Katoh, Tadashi,Terashima, Shiro
, p. 10239 - 10252 (2007/10/03)
The synthesis of the aromatic segment 4 was achieved starting from commercially available 5-hydroxyisophthalic acid (6) by utilizing Claisen rearrangement of 9, bromolactonization of 12, and modified Curtius rearrangement of 16 as the key steps. Furthermore, the optically active aliphatic segments 5 and ent-5 were synthesized in enantiomerically pure forms starting with natural (2R, 3R)- and unnatural (2S, 3S)-diethyl tartrate (7 and ent-7), respectively: The synthetic scheme features epoxide formation of 26, nucleophilic epoxide opening of 27 with an azide anion, reduction of the azide function in 33 to an amine, and formation of the N-protected 1,3-oxazolidine 35.
Diastereoselective addition of lower order vinylcuprates to (R)-2,3-O-isopropylideneglyceraldehyde
Metz,Schoop
, p. 10597 - 10608 (2007/10/02)
Highly syn or anti selective addition of lower order lithium vinylcuprates generated from alkenyl bromides 1 to (R)-2,3-O-isopropylideneglyceraldehyde (2) can be achieved, respectively, depending on the substitution pattern of the vinyl moiety and the solvent. α-Trimethylsilyl substituted vinylcuprates possessing an alkyl substituent Z to copper react with excellent syn selectivity in ether whereas a highly anti selective addition is observed for cuprates bearing a hydrogen atom Z or α to the metal in THF. A model is proposed to rationalize these complementary selectivities.
AN EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF PLATELET-ACTIVATING FACTORS AND THE ENANTIOMERS FROM D- AND L-TARTARIC ACIDS
Fujita, Kagari,Nakai, Hisao,Kobayashi, Susumu,Inoue, Keizo,Nojima, Shoshichi,Ohno, Masaji
, p. 3507 - 3510 (2007/10/02)
Acetyl glyceryl ether phosphorylcholines, platelet-activating factors (1 and 2), were efficiently synthesized in a stereochemically unambiguous manner starting from D- and L- tartaric acids as the chiral synthons.
