Robust new photolabile protecting group: Highly efficient protection/deprotection without using chemical reagent

ORGN 94

Pengfei Wang, wangp@uab.edu, Yun Wang, Cierra Spencer, and Huayou Hu. Department of Chemistry, University of Alabama at Birmingham, 901 14th street south, Birmingham, AL 35294
Controllable removal of a photolabile protecting group (PPG) by photochemical means typically requires no chemical reagents and can provide high spatial and temporal resolution. These features are appealing to the researchers in the fields of organic synthesis and life sciences. Herein we report the first robust carbonyl PPG which not only can be photochemically removed under neutral conditions but also can be efficiently installed onto a variety of carbonyl substrates under neutral conditions without using any chemical reagent (including solvent). An interesting rearrangement of 1 and 4 was observed during protection.

 

Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008