- SYNTHESIS OF NEW CARBOCYCLIC ANALOGUES OF OXETANOCIN A AND OXETANOCIN G
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The synthesis of cis-3-amino-1-cyclobutanemethanol has been performed in six steps (59.6percent yield) from cis-1,3-cyclobutanedicarboxylic anhydride.This allowed us to obtain two new carbocyclic analogues of oxetanocin A and oxetanocin G related to 7-deazaadenosine and 7-deazaguanosine.
- Pecquet, Pascal,Huet, Francois,Legraverend, Michel,Bisagni, Emile
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p. 739 - 745
(2007/10/02)
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- On the Reduction of Benzvalene Ozonide to cis-1,3-Cyclobutanedimethanol with LiAlH4
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On treatment with LiAlH4 at -30 deg C the polymeric ozonide of benzvalene (1) gives bicyclobutane-endo,endo-2,4-dimethanol (7).At higher temperatures cis-1,3-cyclobutanedimethanol (4) is formed.The stereochemical course of this unusual C-C hydrogenolysis has been elucidated by means of deuterated substrates.For this purpose a complete analysis of 1H NMR spectra of the labeled cis-1,3-cyclobutanedicarboxylic anhydrides 9a-c had to be carried out.The dialcohol 7 and its bismethyl ether 16 add thiophenol across the central bond to form the cis products 18 and 19, respectively.Acids or Ag+ ions isomerize 7 via cleavage of a lateral bond into the ethers 21.
- Leininger, Hartmut,Lanzendoerfer, Franz,Christl, Manfred
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p. 669 - 680
(2007/10/02)
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- Ueber die Thermolyse von cis- und trans-1,3-Divinylcyclobutan
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At 300 deg C cis-1,3-divinylcyclobutane (4) gives butadiene (5) and 4-vinyl-1-cyclohexene (6) as well as trans-1,3-divinylcyclobutane (2) in small quantity. 2 has been synthesized in an independent way and yields the same products as 4.The diradical 3 is
- Schwarz, Wolfgang,Trautmann, Walter,Musso, Hans
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p. 990 - 993
(2007/10/02)
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