Pentadienylnitrobenzyl and Pentadienylnitropiperonyl Photochemically Removable Protecting Groups

Michael C. Pirrung, Yong Rok Lee, Kaapjoo Park, James B. Springer

The Journal of Organic Chemistry · 1999 · 33 citations · 13 references

Concepts

Abstract

New photochemically removable protecting groups have been developed based on classical nitrobenzyl compounds modified by the inclusion of a pentadienyl group. It serves to trap through an internal Diels-Alder reaction the nitroso group produced as part of the photochemical deprotection process, preventing its further photochemistry or chemical reactions with nucleophiles.

References

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