The synthesis of the precursor of the bicyclic enediyne - 6-sulfony-13-oxo-bicyclo[9.3.0]-tetradec-3, 8-diyne(II)

Citation
Yg. Zhi et al., The synthesis of the precursor of the bicyclic enediyne - 6-sulfony-13-oxo-bicyclo[9.3.0]-tetradec-3, 8-diyne(II), CHEM J CH U, 20(12), 1999, pp. 1888-1891
Citations number
14
Categorie Soggetti
Chemistry
Journal title
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE
ISSN journal
02510790 → ACNP
Volume
20
Issue
12
Year of publication
1999
Pages
1888 - 1891
Database
ISI
SICI code
0251-0790(199912)20:12<1888:TSOTPO>2.0.ZU;2-B
Abstract
6-Sulfony-13-oxybicyclo[9. 3. 0]tetradec-3, 8-diyne is the precursor of the bicyclic enediyne which has been synthesized from cis-1,2,3, 6-tetrahydrop athalican hydride by 8-step reactions. We got the goal compound by reductio n of anhydride, ozonolysis of 8-oxabicyclo [4. 3. 0]non-3-ene, Witting reac tion with PPh3/CBr4, formation of alkyne and esterification, reduction of t he ester, formation of the mesylate, cyclization with sodium sulfide nonhyd rate. The structures of new compounds 4-9 have been identified by elementar y analysis, NMR, IR and MS spectra.