Abstract
A number of phosphonium tosylates have been investigated as solvents for the Diels–Alder reactions of cyclopentadiene with methyl vinyl ketone and methyl acrylate.
Highlights
The Diels–Alder reaction is a very useful reaction because it is one of the most effective methods for constructing six-membered rings, for example in the synthesis of natural products
A number of phosphonium tosylates have been investigated as solvents for the Diels–Alder reactions of cyclopentadiene with methyl vinyl ketone and methyl acrylate
We have reported that phosphonium tosylates (Figure 1) are very good solvents for the Diels–Alder reaction of isoprene with oxygen-containing dienophiles.[7]
Summary
The Diels–Alder reaction is a very useful reaction because it is one of the most effective methods for constructing six-membered rings, for example in the synthesis of natural products. A number of phosphonium tosylates have been investigated as solvents for the Diels–Alder reactions of cyclopentadiene with methyl vinyl ketone and methyl acrylate. The reactions of 1,3–cyclopentadiene with dienophiles result in mixtures of two stereoisomers, the endo and the exo product.
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