Download PDF
Synlett 2001; 2001(9): 1407-1410
DOI: 10.1055/s-2001-16778
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Novel Intermolecular [3 + 2] Cycloaddition Reaction of Carbonyl Ylides with Fulvenes: Entry into the Oxatetracyclo[6.5.1.01,6.09,13]tetradecene Ring System

Sengodagounder Muthusamy* , Srinivasarao Arulananda Babu, Chidambaram Gunanathan, Eringathodi Suresh, Parthasarathi Dastidar
  • *Silicates and Catalysis Discipline, Central Salt and Marine Chemicals Research Institute, Bhavnagar 364 002, India; Fax + 91 278 567562; E-mail: salt@csir.res.in (S. Muthusamy)
Further Information

Publication History

Publication Date:
28 August 2001 (online)

  PDF Download  Permissions and Reprints All articles of this category

Reaction of α-diazo carbonyl compounds 1/2 in the presence of rhodium(II) acetate dimer with pentafulvenes 3/6 generating the novel oxatetracyclo[6.5.1.01,6.09,13]tetradecene ring systems in good yield, is reported. In the presence of unsymmetrical and symmetrical fulvenes, the products were obtained as regioisomers in the ratio of 1 : 2 and 1 : 10, respectively. The sincle crystal X-ray analysis of compound 4b is reported to firmly establish the stereochemistry of regioisomers.

carbonyl ylides - cycloadditions - diazo carbonyl compounds - fulvenes - oxatetracyclic systems