123368-72-9Relevant academic research and scientific papers
A Domino Diels-Alder Approach toward the Tetracyclic Nicandrenone Framework
MacKay, Emily G.,N?rret, Marck,Wong, Leon S.-M.,Louis, Ignace,Lawrence, Andrew L.,Willis, Anthony C.,Sherburn, Michael S.
, p. 5517 - 5519 (2015)
The tetracarbocyclic framework of the nicandrenone natural products is formed in one step from a linear precursor via a domino intramolecular Diels-Alder/intramolecular furan Diels-Alder/aromatization sequence. The approach represents a new 0 → ABCD strategy for the preparation of aromatic steroids.
The intramolecular allenolate rauhut-currier reaction
MacKay, James A.,Landis, Zachary C.,Motika, Stephen E.,Kench, Margaret H.
, p. 7768 - 7774 (2012/11/06)
An intramolecular Rauhut-Currier reaction utilizing alkynoates as the initial conjugate acceptor affords densely functionalized 5- and 6-membered rings from ynoate-enoate, ynoate-enenitrile, and alkynyl sulfone-enenitrile substrates. Trialkylphosphines ca
Synthesis of Hsp90 inhibitor dimers as potential antitumor agents
Muranaka, Kazuhiro,Sano, Akiko,Ichikawa, Satoshi,Matsuda, Akira
, p. 5862 - 5870 (2008/12/21)
Structure-based drug design was used to systematically synthesize PU3-dimers. The cytotoxicity of PU3 dimers 6 against breast cancer cell lines was evaluated, and their potency increased as the length of the bridging linker increased. Among the compounds
Electrotelluration: A new approach to tri- and tetrasubstituted alkenes
Marino, Joseph P.,Nguyen, Hanh Nho
, p. 6291 - 6296 (2007/10/03)
A novel electrotelluration process is described in which a Michael addition of an alkyl or aryl tellurolate anion occurs onto an activated alkyne with subsequent trapping of a vinyl anion with electrophiles (aldehydes and ketones) other than a proton. This process provides an efficient regio-and stereospecific route to tri- and tetrasubstituted alkenes. Methodologically significant examples of this chemistry were studied in which aryl and alkyl tellurolate anions were added to ω-keto alkynyl esters in a Michael reaction, and the incipient vinyl anions were trapped intramolecularly by the internal aldehydes. The reactive centers were tethered by different lengths of alkyl chains to form highly functionalized five-, six-, seven-, and eight-membered rings in modest to good yields.
Pyryliumolates. III. Synthesis of Annulated Benzotropolones
Plueg, Carsten,Friedrichsen, Willy,Debaerdemaeker, Tony
, p. 205 - 216 (2007/10/03)
Dirhodiumtetraacetate catalyzed nitrogen extrusion from diazocarbonyl compounds (2a-f, 19c, 23d-f, 25b) yields benzopyryliumolates (3), which were trapped intramolecularly in situ to give tetracyclic adducts (4a, 5a-d, 20, 24a-c, 26). Starting with 5a and 5d annulated benzotropolones (12a, d) are accessible.
Diastereoselective cycloisomerizations of enediynes via palladium catalysis
Trost,Shi
, p. 12491 - 12509 (2007/10/02)
Considerations of atom economy drive a search for reactions that are simple additions which, performed intramolecularly, are cycloisomerizations. Exposure of acyclic enediynes to a catalyst generated by mixing a Pd(0) complex with acetic acid normally in
Strong-Base-Induced Intramolecular Cycloaddition of Homophthalic Anhydrides: An Efficient Synthesis of Polycyclic peri-Hydroxy Aromatic Compounds
Kita, Yasuyuki,Okunaka, Ryuichi,Honda, Takao,Shindo, Miki,Taniguchi, Miyako,et al.
, p. 119 - 125 (2007/10/02)
A strong-base-induced intramolecular cycloaddition reaction of homophthalic anhydrides has been examined as a method for preparing nonlinear polycyclic peri-hydroxy aromatic compounds.
A highly practical synthesis of natural PGE1,Δ2-trans-PGE1 and 2,2,3,3-tetradehydro-PGE1 via two-component coupling process using zinc-copper reagents
Tsujiyama,Ono,Yoshino,Okamoto,Sato
, p. 4481 - 4484 (2007/10/02)
A highly practical synthesis of natural PGE1,Δ2-trans-PGE1 and 2,2,3,3-tetradehydro-PGE1 has been achieved in which the 1,4-addition reaction of the corresponding functionalized zinc-copper reagents to the enones 2 and/or 4 plays a key role.
CYCLISATION OF 6-HYDROXY-2-YNALS AND YNOATES : A NEW PATHWAY TO SUBSTITUTED 2-METHYLENE-TETRAHYDROFURANS
Pflieger, D.,Muckensturm, B.
, p. 2031 - 2040 (2007/10/02)
Substitued 2-methylene-tetrahydrofurans are obtained by an efficient cyclisation of acetylenic alcohols and phenols.The presence of an electron-withdrawing group activates the triple bond and leads to high yields under weakly basic or acidic conditions.Ou
