Regioselective Opening of Epoxides Catalyzed by Sn (IV). A New Method for the Synthesis of Halohydrins?

CLAUDIO SALOMON

MOLECULES

MOLECULAR DIVERSITY PRESERVATION INTERNATIONAL-MDPI

Año: 2000 vol. 5 p. 468 - 469

1420-3049

Epoxides are among the most versatile intermediates in organic chemistry due to the particular polarity and strength of their three member ring. Those characteristics make them in a very suitable substrate to the attack or many nucleophilic and electrophilic reagents [1]. The regioselective opening of oxiranes has been the subject of interest for many years, since these heterocyclics are frequently used as starting material for the preparation of natural products and biological active compounds [2]. Many different organotin reagents have been employed to effect the regio- and stereoselective cleavage of oxiranes in the presence of nucleophiles affording 1,2-alcoxialcohols, 1,2-aminoalcohols, 1, 2-azidoalcohols, etc [3].