{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,17]],"date-time":"2025-10-17T13:20:59Z","timestamp":1760707259572,"version":"build-2065373602"},"reference-count":38,"publisher":"Wiley","issue":"8","license":[{"start":{"date-parts":[[2004,3,29]],"date-time":"2004-03-29T00:00:00Z","timestamp":1080518400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Eur J Org Chem"],"published-print":{"date-parts":[[2004,4]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A chiral cyclic 1,2\u2010diacetal derived from tartaric acid was used as the basic structural unit for novel ligands. Monooxazoline carbinols in which the degree of substitution of the alcohol and the nature of the stereocentre in the oxazoline ring were varied were synthesized in moderate to good yields. The influence of these structural factors on asymmetric induction was examined in the enantioselective addition of diethylzinc to benzaldehyde. Up to 60% <jats:italic>ee<\/jats:italic> was observed with a secondary or a tertiary alcohol as the metal\u2010chelating group. (\u00a9 Wiley\u2010VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2004)<\/jats:p>","DOI":"10.1002\/ejoc.200300750","type":"journal-article","created":{"date-parts":[[2004,3,29]],"date-time":"2004-03-29T10:07:50Z","timestamp":1080554870000},"page":"1820-1829","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Novel Cyclic 1,2\u2010Diacetals Derived from (2<i>R,<\/i>3<i>R<\/i>)\u2010(+)\u2010Tartaric Acid: Synthesis and Application as N,O Ligands for the Enantioselective Alkylation of Benzaldehyde by Diethylzinc"],"prefix":"10.1002","volume":"2004","author":[{"given":"M.\u00a0Teresa","family":"Barros","sequence":"first","affiliation":[]},{"given":"Christopher\u00a0D.","family":"Maycock","sequence":"additional","affiliation":[]},{"given":"Ana\u00a0Maria\u00a0Fa\u00edsca","family":"Phillips","sequence":"additional","affiliation":[]}],"member":"311","published-online":{"date-parts":[[2004,3,29]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr990101j"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20010105)40:1<92::AID-ANIE92>3.0.CO;2-K"},{"key":"e_1_2_6_3_2","unstructured":"M. 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Kunz H. Walman inComprehensive Organic Synthesis(Eds.: B. M. Trost I. Fleming L. A. Paquette) Pergamon Press 1991 vol. III p. 673."},{"key":"e_1_2_6_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo960556y"},{"key":"e_1_2_6_29_2","unstructured":"E. J. Leopold Org. Synth. Coll. Vol. VII John Wiley & Sons New York 1990 p. 258\u2212263."},{"key":"e_1_2_6_30_2","unstructured":"An attempt was made to determine the configuration of the newly created chiral centre by Mosher\u2032s method but this was unsuccessful. The determination will be attempted at a later stage when more material is available."},{"key":"e_1_2_6_31_2","unstructured":"For examples of OBO ester removal by treatment with acid followed by base to remove the intermediately formed ester see for example:"},{"key":"e_1_2_6_32_2","doi-asserted-by":"publisher","DOI":"10.1039\/c39800000207"},{"key":"e_1_2_6_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00344a047"},{"key":"e_1_2_6_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199100491"},{"key":"e_1_2_6_35_2","unstructured":"The result at 0 \u00b0C was obtained after a reaction time of 42\u00a0h."},{"key":"e_1_2_6_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo960170n"},{"key":"e_1_2_6_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00065a010"},{"key":"e_1_2_6_38_2","first-page":"139","volume":"79","author":"Kitamura M.","year":"2001","journal-title":"Org. 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