Citations!
"Total synthesis of marine natural products without using protecting groups"
Baran, P.S.; Maimone, T.J.; Richter, J.M. Nature. 2007, 446, 404-408..
This article written by Baran, Maimone, and Richter (cited by our article) discusses the synthesis of marine products without the use of protecting groups.It is directly related to our mechanism, which synthesizes 1,9-dideoxy-pre-axinellamine, a marine derived natural product, without the use of protecting groups. Protecting groups are used to shield vulnerable functional groups from certain reaction conditions. However, their presence in the reaction mixture and their removal often add considerable cost and decrease the efficiency of many of these syntheses. By studying biosynthetic pathways, scientists have harnessed "the natural reactivity of specific functional groups within a complex setting" to eliminate the need for protecting groups. Without the use of these protecting groups, syntheses that once took 20 complicated steps can now be completed in 10 or less steps. This could have very important implications for even more complicated mechanisms that require protecting groups. It is possible that some natural syntheses could be used that would eliminate the need for protecting groups.
Other Articles citing Baran et. al
1. Ohshima, T.; Iwasaki, T.; Maegawa, Y.; Yoshiyama, A.; Mashima, K. J. Am. Chem. Soc. 2008, 130, 2944-2945.
This article cited Baran et. al because they were interested in the direct catalytic conversion of aminoalcohols to aminoesters in an environmentally friendly manner without using protecting groups.
2. Kang, F.; Sui, Z.; Murray, W.V.; J. Am. Chem. Soc. 2008, 130, 11300-11302.
This article cited Baran et. al because they discovered that phosphonium salts, due to their chemo-selective nature, make the use of protecting groups uneccesary.
3. Porco, J. A. Nature, 2007, 446, 383.
This article cited Baran et. al because they further expand upon the inefficiencies of using protecting groups in large syntheses.
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Leading Questions------Citations_____Experimental_______Mechanism----------___---H-NMRs