Trichloroacetimidate-Based Glycosylation Promoted by Perchloric AcidSi

Aug 1, 2007 - although several synthetic methods have been reported for other chiral R-alkylserines, there are only six reports on the asym- metric sy...
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Vol. 72, 2007 Gonzalo Jime´ nez-Ose´ s, Carlos Aydillo, Jesu´ s H. Busto, Marı´a M. Zurbano,* Jesu´ s M. Peregrina, and Alberto Avenoza.* Role of the Countercation in Diastereoselective Alkylations of Pyramidalized Bicyclic Serine Enolates. An Easy Approach to R-Benzylserine.

Page 5400. An omission has been discovered in ref 11. The corrected text is as follows: “The structural and optical properties of this compound were identical to those reported in the literature ([R]25D +16.8).11a-c It is important to note that although several synthetic methods have been reported for other chiral R-alkylserines, there are only six reports on the asymmetric synthesis of enantiomerically pure (S)- or (R)-R-benzylserine, also commonly named (S)- or (R)-R-hydroxymethylphenylalanine.11” (11) (a) Horikawa, M.; Nakajima, T.; Ohfune, Y. Synlett 1997, 253-254. (b) Davis, F. A.; Zhang, Y.; Rao, A.; Zhang, Z. Tetrahedron 2001, 57, 6345-6352. (c) Jew, S.-s.; Lee, Y.-J.; Lee, J.; Kang, M. J.; Jeong, B.-S.; Lee, J.-H.; Yoo, M.-S.; Kim, M.-J.; Choi, S.-h.; Ku, J.-M.; Park, H.-g. Angew. Chem., Int. Ed. 2004, 43, 2382-2385. (d) Vassiliou, S.; Yiotakis, A.; Magriotis, P. A. Tetrahedron Lett. 2006, 47, 7339-7341. (e) Alezra, V.; Bonin, M.; Micouin, L.; Policar, C.; Husson, H.-P. Eur. J. Org. Chem. 2001, 2589-2594. (f) Alezra, V.; Bonin, M.; Chiaroni, A.; Micouin, L.; Riche, C.; Husson, H.-P. Tetrahedron Lett. 2000, 41, 1737-1740. JO701530E 10.1021/jo701530e Published on Web 08/01/2007

Vol. 70, 2005 Balaram Mukhopadhyay,* Sarah V. Maurer, Nadine Rudolph, Renate M. van Well, David A. Russell, and Robert A. Field.* From Solution Phase to “On-Column” Chemistry: Trichloroacetimidate-Based Glycosylation Promoted by Perchloric Acid-Silica.

Page 9059. Reference 18, citation of the original work on HClO4-silica in acylation chemistry, was mistakenly omitted. The corrected reference reads: (18) (a) Chakraborti, A. K.; Gulhane, R. Chem. Commun. 2003, 1896-1897. (b) Agarwal, A.; Rani, S.; Vankar, Y. D. J. Org. Chem. 2004, 69, 6137-6140. (c) Misra, A. K.; Tiwari, P.; Agnihotri, G. Synthesis 2005, 2, 260-266. JO7014399 10.1021/jo7014399 Published on Web 07/21/2007

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