NICKEL(0)-PROMOTED SYNTHESIS OF TETRALIN LACTONES FROM THE CO-CYCLIZATION OF MONOYNES AND OCTA-1,7-DIYNES TERMINALLY SUBSTITUTED WITH ESTER OR AMIDE GROUPS

The co-cyclisation of octa-1,7-diynes with a variety of monoynes mediated by nickel(0) requires ester or amide groups at the terminal positions of the diyne and is subject to steric hindrance about the diyne rather than the monoyne; fused tetralin lactones are the most common products obtained in mo...

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Bibliographic Details
Published inPerkin transactions. 1 no. 17; pp. 2163 - 2168
Main Authors BHATARAH, P, SMITH, EH
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.09.1992
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ACETYLENES
ONE-STEP SYNTHESIS
BENZOCYCLOBUTENES
COOLIGOMERIZATION
NICKEL-CATALYZED CYCLO-ADDITION
INDANS
BICYCLIC ALPHA-PYRONES
CARBON-DIOXIDE
CYCLIZATION
DIYNES
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Summary:The co-cyclisation of octa-1,7-diynes with a variety of monoynes mediated by nickel(0) requires ester or amide groups at the terminal positions of the diyne and is subject to steric hindrance about the diyne rather than the monoyne; fused tetralin lactones are the most common products obtained in moderate to good yields. Intramolecular cyclisation of two triynes to the same type of product gives superior yields.
ISSN:0300-922X
DOI:10.1039/p19920002163