I will post examples of protecting groups in organic synthesis. In my experience in organic and medicinal chemistry the proper choice, instllation, and removal of protecting groups is of paramount importance to the success of a synthetic scheme. Anybody who embarks on a synthesis of a complex organic molecule encounters difficulties with protecting groups - on most occassions installation is relatively easy but removal difficult. In my own case, my PhD got delayed by almost 6 months, because of an error in removing a trityl group from the imidazole ring of Histidine. The choice of the reagent wasn't at fault - rather the work-up was wrong. On the other hand, the success of my post-doc rested largely on an extremely efficient protocol for deprotecting a TBS ether using HF.pyridine in pyridine to stablize the acid-sensitive final product.
My aim is to highlight the (often overlooked) protection and deprotection strategies as they continue to evolve in organic synthesis.
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