Mild and Rapid Method for the Generation of ortho-(Naphtho)quinone Methide Intermediates (Journal article)

Shaikh, A. K./ Cobb, A. J. A./ Varvounis, G.

A new mild method has been devised for generating o-(naphtho)quinone methides via fluoride-induced desilylation of silyl derivatives of o-hydroxybenzyl(or 1-naphthylmethyl) nitrate. The reactive o-(naphtho)quinone methide intermediates were trapped by C, O, N, and S nucleophiles and underwent "inverse electron-demand" hetero-Diels-Alder reaction with dienophiles to give stable adducts. The method has useful potential application in natural product synthesis and drug research.
Institution and School/Department of submitter: Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
Keywords: o-quinone methides,diels-alder reactions,aqueous-solution,biomimetic synthesis,efficient method,cross-linking,derivatives,tautomerization,photogeneration,(+/-)-alboatrin
ISSN: 1523-7060
Link: <Go to ISI>://000299238600041
Publisher: American Chemical Society
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά)

Files in This Item:
File Description SizeFormat 
Shaikh-2012-Mild and Rapid Metho.pdf731.7 kBAdobe PDFView/Open    Request a copy

 Please use this identifier to cite or link to this item:
  This item is a favorite for 0 people.

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.