Masaatsu Adachi

Summary

Affiliation: Nagoya University
Country: Japan

Publications

  1. doi request reprint A new ring expansion for a chiral hexahydroazulene skeleton possessing an angular methyl group
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    J Org Chem 76:6942-5. 2011
  2. doi request reprint Total synthesis of polygalolide A
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Org Lett 13:6532-5. 2011
  3. doi request reprint Stereocontrolled total synthesis of polygalolide A
    Hitomi Yamada
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Chem Asian J 8:1428-35. 2013
  4. doi request reprint Stereocontrolled synthesis of the oxathiabicyclo[3.3.1]nonane core structure of tagetitoxin
    Hitomi Yamada
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Chem Commun (Camb) 49:11221-3. 2013
  5. doi request reprint An improved synthesis of (-)-5,11-dideoxytetrodotoxin
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    J Org Chem 78:1699-705. 2013
  6. doi request reprint Total synthesis of chiriquitoxin, an analogue of tetrodotoxin isolated from the skin of a dart frog
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601 Japan, Fax 81 52 789 4111
    Chemistry 20:1247-51. 2014
  7. doi request reprint Synthesis of 5- and 8-deoxytetrodotoxin
    Yoshiki Satake
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601 Japan, Fax 81 52 789 4111
    Chem Asian J 9:1922-32. 2014
  8. doi request reprint Stereocontrolled synthesis of an indole moiety of sespendole and stereochemical assignment of the side chain
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Org Lett 14:114-7. 2012
  9. doi request reprint Asymmetric synthesis of 3-azide-4-fluoro-l-phenylalanine
    Masaatsu Adachi
    a Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya, Japan
    Biosci Biotechnol Biochem 79:707-9. 2015

Collaborators

Detail Information

Publications9

  1. doi request reprint A new ring expansion for a chiral hexahydroazulene skeleton possessing an angular methyl group
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    J Org Chem 76:6942-5. 2011
    ..The synthesis features an Ireland-Claisen rearrangement for constructing the trans-fused ring system, followed by a new ring expansion to yield a bicyclo[5.3.0]decane ring system possessing an angular methyl group...
  2. doi request reprint Total synthesis of polygalolide A
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Org Lett 13:6532-5. 2011
    ..The siloxyfuran group and siloxy substituent at the C-3 position played crucial roles in allowing direct access to the highly substituted oxabicyclo[3.2.1] core skeleton with correct quaternary stereogenic centers...
  3. doi request reprint Stereocontrolled total synthesis of polygalolide A
    Hitomi Yamada
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Chem Asian J 8:1428-35. 2013
    ..The construction of the six-membered ether and the γ-lactone provided the tetracyclic compound. Finally, a phenolic moiety was introduced by using a Mukaiyama aldol reaction to furnish polygalolide A. ..
  4. doi request reprint Stereocontrolled synthesis of the oxathiabicyclo[3.3.1]nonane core structure of tagetitoxin
    Hitomi Yamada
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Chem Commun (Camb) 49:11221-3. 2013
    ..A fully functionalized core structure of tagetitoxin was synthesized from tri-O-acetyl-D-galactal in a highly stereoselective manner. ..
  5. doi request reprint An improved synthesis of (-)-5,11-dideoxytetrodotoxin
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    J Org Chem 78:1699-705. 2013
    ....
  6. doi request reprint Total synthesis of chiriquitoxin, an analogue of tetrodotoxin isolated from the skin of a dart frog
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601 Japan, Fax 81 52 789 4111
    Chemistry 20:1247-51. 2014
    ....
  7. doi request reprint Synthesis of 5- and 8-deoxytetrodotoxin
    Yoshiki Satake
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601 Japan, Fax 81 52 789 4111
    Chem Asian J 9:1922-32. 2014
    ..An estimation of the biological activities of these compounds reveals the importance of the hydroxy groups at the C-5 and C-8 positions on the inhibition of voltage-gated sodium channels. ..
  8. doi request reprint Stereocontrolled synthesis of an indole moiety of sespendole and stereochemical assignment of the side chain
    Masaatsu Adachi
    Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464 8601, Japan
    Org Lett 14:114-7. 2012
    ..Comparison of (1)H and (13)C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is syn...
  9. doi request reprint Asymmetric synthesis of 3-azide-4-fluoro-l-phenylalanine
    Masaatsu Adachi
    a Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya, Japan
    Biosci Biotechnol Biochem 79:707-9. 2015
    ..The asymmetric synthesis of N-Fmoc-protected 3-azide-4-fluoro-l-phenylalanine as a photoactive phenylalanine analog has been achieved by Schöllkopf's alkylation. ..