Use of enantiomerically pure methylsulfinylmethylisoxazolines in the stereoselective synthesis of 1,5,6,7-tetrahydroxy-3-heptanone derivatives期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

Use of enantiomerically pure methylsulfinylmethylisoxazolines in the stereoselective synthesis of 1,5,6,7-tetrahydroxy-3-heptanone derivatives

Authors:	Mercedes Santos, M. Ascensi n Sanz-Tejedor, Justo F. Rodrí guez-Amo, Yolanda Arroyo,Juan A. L pez-Sastre

Affiliation:	Departamento de Química Orgánica, ETS de Ingenieros Industriales, Paseo del Cauce s/n, 47011 Valladolid, Spain

Abstract:	Aldol-type reactions of enantiomerically pure 4,5-diphenyl-3-(methylsulfinyl)methylisoxazolines and 2,3-O-isopropylidene--glyceraldehyde were examined in order to establish the stereochemical preferences. Catalytic hydrogenation of the resulting trihydroxyisoxazoline derivatives using a Raney-Ni/H₃BO₃ system provides an access to diastereomerically pure 1,5,6,7-tetrahydroxy-3-heptanones.

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