Enantioselective Total Syntesis of (+)-Isoboonein

Masahiro TADA; Sayako INOUE; Takao MIKI; Shin-ichi ONOGI; Jun-ichi KAMINAGA; Junko HIRAOKA; Yoshikazu KITANO; Kazuhiro CHIBA

doi:10.1248/cpb.46.1451

Masahiro TADA, Sayako INOUE, Takao MIKI, Shin-ichi ONOGI, Jun-ichi KAMINAGA, Junko HIRAOKA, Yoshikazu KITANO, Kazuhiro CHIBA

Author information

Masahiro TADA
Sayako INOUE
Takao MIKI
Shin-ichi ONOGI
Jun-ichi KAMINAGA
Junko HIRAOKA
Yoshikazu KITANO
Kazuhiro CHIBA
Author's Organization：
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology

Keywords: asymmetric, synthesis, isoboonein, iridoid

JOURNAL FREE ACCESS

1998 Volume 46 Issue 9 Pages 1451-1453

DOI https://doi.org/10.1248/cpb.46.1451

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Abstract

Enantioselective total synthesis of (+)-isoboonein, an iridoid lactone, was accomplished from (-)-dimenthyl bicyclo[2.2.1]hept-5-ene-2, 3-dicarboxylate, which was synthesized by diastereoselective Diels-Alder reaction of dimenthyl fumarate with cyclopentadiene.

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