an interesting alet3-promoted stereoselective tandem rearrangement/reduction of α-hydroxy (or...
TRANSCRIPT
2003 Ring opening reactions
Ring opening reactionsO 0132 An Interesting AlEt3-Promoted Stereoselective Tandem Rearrangement/Reduc-
tion of α-Hydroxy (or Amino) Heterocyclopropane. — Treatment of α-hydroxy epoxides of type (I) with AlEt3 in THF results in a novel tandem rearrangement/reduc-tion yielding ring contracted diols (II). In a few cases such as (III) the corresponding α-hydroxy ketones (V) are obtained a side products. Similar treatment of α-hydroxy aziridines (VI) and (VIII) leads to amino alcohols stereoselectively. — (LI, X.; WU, B.; ZHAO, X. Z.; JIA, Y. X.; TU*, Y. Q.; LI, D. R.; Synlett 2003, 5, 623-626; State Key Lab. Appl. Org. Chem., Inst. Org. Chem., Lanzhou Univ., Lanzhou 730000, Gansu, Peop. Rep. China; Eng.) — Mais
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