2-Substituted propanediols monoacetates, derived from enzymatic asymmetrization of the corresponding diols, have been obtained in high yields and enantiomeric excesses by using lipases and vinyl acetate as both solvent and acylating agent. These chiral building blocks have been transformed into the advanced intermediate 3, useful for the enantioselective synthesis of tacamane alkaloids. (C) 1999 Elsevier Science Ltd. All rights reserved.
Formal enantioselective synthesis of tacamonine starting from asymmetrized 2-substituted propane-1,3-diols / B. Danieli, G. Lesma, S. Macecchini, D. Passarella, A. Silvani. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 10:20(1999), pp. 4057-4064. [10.1016/S0957-4166(99)00434-6]
Formal enantioselective synthesis of tacamonine starting from asymmetrized 2-substituted propane-1,3-diols
B. DanieliPrimo
;G. LesmaSecondo
;D. PassarellaPenultimo
;A. SilvaniUltimo
1999
Abstract
2-Substituted propanediols monoacetates, derived from enzymatic asymmetrization of the corresponding diols, have been obtained in high yields and enantiomeric excesses by using lipases and vinyl acetate as both solvent and acylating agent. These chiral building blocks have been transformed into the advanced intermediate 3, useful for the enantioselective synthesis of tacamane alkaloids. (C) 1999 Elsevier Science Ltd. All rights reserved.
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