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Formation of heterocycles by the Mitsunobu reaction. Stereoselective synthesis of (+)-α-skytanthine

Autor: Fumie Ozaki, Shô Itô, Yuki Tamaoka, Tetsuto Tsunoda, Nozomi Shirakata, Hirofumi Yamamoto

Publikováno v: Tetrahedron Letters. 37:2463-2466

Cyanomethylenetributylphosphorane was shown to mediate the dehydrocyclization of diols and amino alcohols to give the corresponding 6-membered O- and N-heterocycles in 90% or better yields. Using the reaction as a key step, (+)-α-skytanthine, a uniq

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::513cc41876c57f1961d0ab794c0a8b81
https://doi.org/10.1016/0040-4039(96)00319-x

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Carbon-carbon bond formation with new Mitsunobu reagents

Autor: Shô Itô, Fumie Ozaki, Hideaki Hioki, Chisato Nagino, Miwa Nagaku, Yumi Kawamura, Tetsuto Tsunoda

Publikováno v: Tetrahedron Letters. 36:2531-2534

The efficiency of three azodicarboxylic acid derivatives and a stabilized phosphorane in the Mitsunobu type CC bond formation was compared utilizing the reactions of three nucleophiles of different pKa′S and several alcohols of different structu

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::9422f59b7668da4b5d86f69c562c770d
https://doi.org/10.1016/0040-4039(95)00300-2

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ChemInform Abstract: Novel Reactivity of Stabilized Methylenetributylphosphorane: A New Mitsunobu Reagent

Autor: Fumie Ozaki, Tetsuto Tsunoda, Shô Itô

Publikováno v: ChemInform. 25

Cyanomethylenetributylphosphorane was shown to mediate the direct condensation of alcohols with O - and N -nucleophiles. A secondary alcohol, 2-octanol, reacted satisfactorily with Walden inversion of its carbinyl carbon.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6bb594b4512213d55cc01f6136d3d2ba
https://doi.org/10.1002/chin.199447058

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ChemInform Abstract: Carbon-Carbon Bond Formation with New Mitsunobu Reagents

Autor: Hideaki Hioki, Yumi Kawamura, Shô Itô, Fumie Ozaki, Tetsuto Tsunoda, Chisato Nagino, Miwa Nagaku

Publikováno v: ChemInform. 26

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::413e69465a39f26de5c01cfffeb1aded
https://doi.org/10.1002/chin.199531069

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ChemInform Abstract: Formation of Heterocycles by the Mitsunobu Reaction. Stereoselective Synthesis of (+)-α-Skytanthine

Autor: Shô Itô, Hirofumi Yamamoto, Yuki Tamaoka, Nozomi Shirakata, Fumie Ozaki, Tetsuto Tsunoda

Publikováno v: ChemInform. 27

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::b4817e7ceddac78fca86150408bdd83e
https://doi.org/10.1002/chin.199632083

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Preparation of (Cyanomethylene)tributylphosphorane: a new mitsunobu-type reagent

Autor: Izumi Sakamoto, Takeshi Nishii, Fumie Ozaki, Hiroto Kaku, Masami Tanaka, Tetsuto Tsunoda

Publikováno v: Chemicalpharmaceutical bulletin. 53(11)

(Cyanomethylene)tributylphosphorane (CMBP), which promoted the alkylation of various nucleophiles (HA) with alcohols (ROH) to give RA (Mitsunobu-type reaction), was prepared in two steps starting from chloroacetonitrile.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::885d638e51f0598001e821306258f3e5
https://pubmed.ncbi.nlm.nih.gov/16272744

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