A new synthesis of a functionalized bicyclo[5.4.0]undecane skeleton based on a sequence involving [2 + 2] photoaddition and regioselective β-scission of alkoxyl radicals generated from the resulting cyclobutanols-Reference-Cited by-同舟云学术

A new synthesis of a functionalized bicyclo[5.4.0]undecane skeleton based on a sequence involving [2 + 2] photoaddition and regioselective β-scission of alkoxyl radicals generated from the resulting cyclobutanols

Published:1994 Issue:4 Volume: Page:451-452
ISSN:0022-4936
Container-title:J. Chem. Soc., Chem. Commun.
language:en
Short-container-title:J. Chem. Soc., Chem. Commun.

Author:

Suginome Hiroshi,Nakayama Yutaka,Harada Hiroyuki,Hachiro Hidefumi,Orito Kazuhiko

Publisher

Royal Society of Chemistry (RSC)

Subject

Molecular Medicine

Link

http://pubs.rsc.org/en/content/articlepdf/1994/C3/C39940000451

Reference11 articles.

1. Photoinduced Molecular Transformations. part 147. [2+2]Photoaddition of Protected 4-Hydroxy-1(2H)-isoquinolinone with an Electrondeficient Alkene and the Formation of a 3,6-Epoxy-3,4,5,6-tetrahydro-2-benzazocin-1(2H)-one via a b-Scission of Cyclobutanoxyl Radicals Generated from the Resulting photoadduct

2. Photochemical synthesis. XXV. Photochemical cycloaddition. Some applications of the use of enolized .beta.-diketones

3. For a review, see A. C.Weedon, in Synthetic Organic Photochemistry, ed. W. M. Horspool, Plenum Press, New York, 1984, p. 61.

4. Photoinduced molecular transformations. 100. Formation of furocoumarins and furochromones via a .beta.-scission of cyclobutanoxyl radicals generated from [2 + 2] photoadducts from 4-hydroxycoumarin and acyclic and cyclic alkenes. X-ray crystal structures of benzocyclopentacyclobutapyranone, cyclopentafurobenzopyranone, and benzocyclobutapyranone derivatives

5. Photoinduced molecular transformations. 110. Formation of furoquinolinones via .beta.-scission of cyclobutanoxyl radicals generated from [2 + 2] photoadducts of 4-hydroxy-2-quinolone and acyclic and cyclic alkenes. X-ray crystal structure of (6a.alpha.,6b.beta.,10a.beta.,10b.alpha.)-(.+-.)-10b-acetoxy-6a,6b,7,8,9,10,10a,10b-octahydro-5-methylbenzo[3,4]cyclobuta[1,2-c]quinolin-6(5H)-one

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1. ChemInform Abstract: A New Synthesis of a Functionalized Bicyclo(5.4.0)undecane Skeleton Based on a Sequence Involving (2 + 2) Photoaddition and Regioselective β-Scission of Alkoxyl Radicals Generated from the Resulting Cyclobutanols.;ChemInform;2010-08-19

2. A new synthetic path to peri-naphthisoxazoles by oxidative intramolecular cyclization of some β,γ-unsaturated oximes;Chemical Communications;1999

3. The MARDi Cascade: A New Base-Induced Five-Step Anionic Domino Reaction for the Stereoselective Preparation of Functionalized Cycloheptenes;The Journal of Organic Chemistry;1997-05-01

4. Double ring expansions: A new method for making medium and large cyclic ketones;Tetrahedron Letters;1996-02

5. Photoinduced molecular transformations. 158. A total synthesis of (.+-.)-methyl piperitol: An unsymmetrically substituted 2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane lignan;The Journal of Organic Chemistry;1995-09