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Glatthar R, Giese B. A new photocleavable linker in solid-phase chemistry for ether cleavage. Org Lett. 2000;2(15):2315-7doi: 10.1021/ol006076h.
Glatthar, R., & Giese, B. (2000). A new photocleavable linker in solid-phase chemistry for ether cleavage. Organic letters, 2(15), 2315-7. https://doi.org/10.1021/ol006076h
Glatthar, and Giese. "A new photocleavable linker in solid-phase chemistry for ether cleavage." Organic letters vol. 2,15 (2000): 2315-7. doi: https://doi.org/10.1021/ol006076h
Glatthar R, Giese B. A new photocleavable linker in solid-phase chemistry for ether cleavage. Org Lett. 2000 Jul 27;2(15):2315-7. doi: 10.1021/ol006076h. PMID: 10930272.
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Org Lett. 2000 Jul 27;2(15):2315-7. doi: 10.1021/ol006076h.

A new photocleavable linker in solid-phase chemistry for ether cleavage.

Organic letters

Glatthar, Giese

Affiliations

  1. Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056 Basel, Switzerland.

PMID: 10930272 DOI: 10.1021/ol006076h

Abstract

We have designed a new linker (1) for the solid-phase synthesis that cleaves ether bonds photolytically. The linker was prepared in nine steps and anchored to the support via an amide bond. Photocleavage is a two-step process in which the immobilized alcohols are released by photolytic generation of a radical that undergoes a spontaneous beta-bond scission. The pivaloyl linker (1) was found to cleave off alcohols in high yields and purities. Only traces of acid (pH approximately 5.5) are necessary for an efficient cleavage.

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