Novel 3,3a,5,9b‐tetrahydro‐2 H ‐furo[3,2‐c][2] benzopyran derivatives: synthesis of chiral glycol benzyl ether herbicides | Zendy

Kakimoto Takeshi | Zendy; Koizumi Fumiaki | Zendy; Hirase Kangetsu | Zendy; Banba Shinichi | Zendy; Tanaka Eishi | Zendy; Arai Kiyoshi | Zendy

Premium

Novel 3,3a,5,9b‐tetrahydro‐2 H ‐furo[3,2‐c][2] benzopyran derivatives: synthesis of chiral glycol benzyl ether herbicides

Author(s) -

Kakimoto Takeshi,

Koizumi Fumiaki,

Hirase Kangetsu,

Banba Shinichi,

Tanaka Eishi,

Arai Kiyoshi

Publication year - 2004

Publication title -

pest management science

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.296

H-Index - 125

eISSN - 1526-4998

pISSN - 1526-498X

DOI - 10.1002/ps.838

Subject(s) - intramolecular force , benzopyran , tricyclic , chemistry , ether , stereochemistry , echinochloa , ring (chemistry) , weed , organic chemistry , biology , botany

Novel tricyclic 3,3a,5,9b‐tetrahydro‐2 H ‐furo[3,2‐c][2]benzopyran (TFB) derivatives were synthesized, and their herbicidal activities were elucidated. They were synthesized from D ‐glucose as a natural chiral source. The formation of the TFB skeleton was achieved by a Friedel–Crafts type intramolecular cyclization of methyl 5‐deoxy‐2,3‐ O ‐dibenzyl‐5‐ C ‐methyl‐ D ‐xylofranosides. The intramolecular cyclization was dependent upon the electronic effects of the substituents at the C ‐2 benzyloxy group of methyl xylofranosides. Some TFBs exhibited a remarkable herbicidal activity to annual paddy weeds, such as Echinochloa sp, without injury to the rice. Copyright © 2004 Society of Chemical Industry

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research