A direct efficient diastereoselective synthesis of enantiopure 3-substituted-isobenzofuranones |
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| Authors: | Rafael Pedrosa Martina Vicente |
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| Affiliation: | Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, Dr. Mergelina s/n, 47011 Valladolid, Spain |
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| Abstract: | Condensation of (−)-8-benzylaminomenthol with o-phthaldehyde lead to the chiral perhydro-1,3-benzoxazine 2 as single diastereoisomer. That compound reacted with different organometallics leading to 3 in excellent de. Hydrolysis of carbinols, followed by oxidation of the intermediates allowed for the synthesis of enantiopure phthalides. |
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| Keywords: | Asymmetric synthesis (&minus )-8-Benzylaminomenthol Chiral templates Isobenzofuranones Phthalides |
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