Stereoselective syntheses of heterocycles via metallated alkoxyallenes

Hans‐Ulrich Reißig, Wolfgang Schade, Ghislaine Marlyse Okala Amombo, Robert Pulz, Arndt Hausherr

Pure and Applied Chemistry · 2002 · 57 citations · 1 references

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Abstract

Abstract n-Butyllithium smoothly deprotonates alkoxyallenes at C-1. The generated lithiated species reacts with a variety of electrophiles furnishing after cyclization functionalized furan, pyrrole, or 1,2-oxazine derivatives. The formation of new C­C bonds often occurs with high stereoselectivities, which are exploited for efficient and selective syntheses of natural products or other compounds of interest.

References

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