Literature DB >> 14685306

Synthesis of the cyclobutanone core of solanoeclepin A intramolecular allene butenolide photocycloaddition.

Bui T B Hue1, Jan Dijkink, Sanne Kuiper, Kimberly K Larson, Frank S Guziec, Kees Goubitz, Jan Fraanje, Henk Schenk, Jan H van Maarseveen, Henk Hiemstra.   

Abstract

The compact tricyclic substructure of solanoeclepin A containing the cyclobutanone ring was prepared by using as the key step a highly regioselective intramolecular [2 + 2]-photocycloaddition reaction between one of the [small pi]-bonds of an allene and the CC double bond of a butenolide.

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Year:  2003        PMID: 14685306     DOI: 10.1039/b311415e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  Total synthesis of solanoeclepin A.

Authors:  Keiji Tanino; Motomasa Takahashi; Yoshihide Tomata; Hiroshi Tokura; Taketo Uehara; Takashi Narabu; Masaaki Miyashita
Journal:  Nat Chem       Date:  2011-06       Impact factor: 24.427

2.  Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions.

Authors:  Saner Poplata; Andreas Tröster; You-Quan Zou; Thorsten Bach
Journal:  Chem Rev       Date:  2016-03-28       Impact factor: 60.622

3.  Stereocontrolled synthesis and functionalization of cyclobutanes and cyclobutanones.

Authors:  Francesco Secci; Angelo Frongia; Pier Paolo Piras
Journal:  Molecules       Date:  2013-12-13       Impact factor: 4.411

  3 in total

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