Efficient AgOTf or Ph < inf > 3 < /inf > PAuCl-AgSbF < inf > 6 < /inf > catalyzed cyclization of 1-hydroxy-2-alkynylallylphosphonates/2-alkynylallyl alcohols to 2-furylphosphonates/2,3,5-trisubstituted furans
Efficient AgOTf or Ph < inf > 3 < /inf > PAuCl-AgSbF < inf > 6 < /inf > catalyzed cyclization of 1-hydroxy-2-alkynylallylphosphonates/2-alkynylallyl alcohols to 2-furylphosphonates/2,3,5-trisubstituted furans
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Date
2012-07-25
Authors
Kotikalapudi, Ramesh
Kumara Swamy, K. C.
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Abstract
The reaction of 1-hydroxy-2-alkynylallylphosphonates, synthesized by the addition of the corresponding phosphites to 2-alkynylcinnamaldehydes, under AgOTf or Ph 3PAuCl-AgSbF 6 catalyzed cycloisomerization afforded 2-furylphosphonates in good to excellent yields. These cyclization reactions were compared with those of 2-alkynylallyl alcohols that led to multisubstituted furans. © 2012 Elsevier Ltd. All rights reserved.
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Keywords
2-Alkynylallyl alcohol,
2-Furylphosphonate,
Allylphosphonate,
Cycloisomerization,
Gold(I) catalysis,
Silver triflate
Citation
Tetrahedron Letters. v.53(30)