Efficient Generation of  ortho ‐Naphthoquinone Methides from 1,4‐Epoxy‐1,4‐dihydronaphthalenes and Their Annulation with Allyl Silanes | Zendy

Sawama Yoshinari | Zendy; Shishido Yuko | Zendy; Yanase Takayoshi | Zendy; Kawamoto Koichi | Zendy; Goto Ryota | Zendy; Monguchi Yasunari | Zendy; Kita Yasuyuki | Zendy; Sajiki Hironao | Zendy

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Efficient Generation of ortho ‐Naphthoquinone Methides from 1,4‐Epoxy‐1,4‐dihydronaphthalenes and Their Annulation with Allyl Silanes

Author(s) -

Sawama Yoshinari,

Shishido Yuko,

Yanase Takayoshi,

Kawamoto Koichi,

Goto Ryota,

Monguchi Yasunari,

Kita Yasuyuki,

Sajiki Hironao

Publication year - 2013

Publication title -

angewandte chemie

Language(s) - German

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201207315

Subject(s) - silanes , annulation , chemistry , trimethylsilyl , stereoselectivity , epoxy , organic chemistry , medicinal chemistry , stereochemistry , catalysis , silane

Pharmazeutisch nützliche Dihydronaphthopyrane wurden in guter Ausbeute durch die regio‐ und stereoselektive Anellierung von ortho ‐Naphthochinonmethiden mit Allylsilanen erhalten. Die ortho ‐Naphthochinonmethide wurden in situ aus 1‐Siloxymethyl‐1,4‐epoxy‐1,4‐dihydronaphthalinen unter FeCl 3 ‐Katalyse erzeugt (siehe Schema; Allyl‐TMS=Allyltrimethylsilan, TBS= tert ‐Butyldimethylsilyl, TMS=Trimethylsilyl).

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