Amos B. Smith III of the University of Pennsylvania found (Synlett 2009, 3131) that the advanced SAMP intermediate 1 could be deprotected to 2 without racemization under mild oxidative conditions. Akihiko Ouchi of the National Institute of Advanced Industrial Science and Technology, Tsukuba, showed (Organic Lett. 2009, 11, 4870) that the C-Te of 3 was easily oxidized to the aldehyde 4. Secondary C-Te bonds were converted to ketones. Asit K. Chakraborti of NIPER prepared (J. Org. Chem. 2009, 74, 5967) esters by warming an acid 5 with an alcohol 6 in the presence of acidic silica gel. Gilles Quéléver of Aix-Marseille Université established (Tetrahedron Lett. 2009, 50, 4346) that a cyanomethyl ester 8, readily prepared from the acid, efficiently exchanged with an alcohol 9 to give the ester 10. Martin J. Lear of the National University of Singapore protected (Tetrahedron Lett. 2009, 50, 5267) an alcohol 11 as the p -methoxybenzyl ether 13 under mild conditions (AgOTf/DTBMP) with the new reagent 12 . Isao Kadota of Okayama University selectively removed (Tetrahedron Lett. 2009, 50, 4552) the primary PMB ether from 14 to give 15. Hiromishi Fujioka of Osaka University, starting (Organic Lett. 2009, 11, 5138) from 16, was able to selectively prepare either the primary protected 18 or the secondary protected 19. In other developments (not pictured), Mattie S. M. Timmer and Brendan A. Burkett of Victoria University of Wellington devised (Tetrahedron Lett. 2009, 50, 7199) a convenient preparation for azulene-containing α-keto esters. The distinctively colored protecting group was conveniently removed in the presence of other esters by treatment with o-phenylenediamine. Scott D. Taylor of the University of Waterloo established (J. Org. Chem. 2009, 74, 9406) a robust protocol for converting alcohols to the corresponding protected sulfates. P. Shanthan Rao of the Indian Institute of Chemical Technology, Hyderabad, showed (Tetrahedron Lett. 2009, 50, 7099) that an amine 20 was formylated by warming with formic acid in the presence of ZnCl2. The easily hydrolyzed formamide 21 is readily converted to the corresponding isonitrile. Shiyue Fang of Michigan Technological University selectively monoacylated (Tetrahedron Lett. 2009, 50, 5741) the symmetrical diamine 22 using phenyl esters.
Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols