Kovalev,B.G. et al., Journal of Organic Chemistry USSR (English Translation), 1969, vol. 5, p. 1718 - 1721
作者:Kovalev,B.G. et al.
DOI:——
日期:——
<i>Trans</i>-2,5-Disubstituted Tetrahydrofurans via Addition of Carbon Nucleophiles to the Strained Bicyclic Acetal 2,7-Dioxabicyclo[2.2.1]heptane
作者:Gregory K. Friestad、Hye Jin Lee
DOI:10.1021/ol901613k
日期:2009.9.3
Addition of allyltributylstannane to 2,7-dioxabicyclo[2.2.1]heptane in the presence of TiCl4 produces 5-allyl-2-(hydroxymethyl)tetrahydrofuran with a trans/cis ratio of 93:7. The trans-selectivity is also observed in additions of various other carbon nucleophiles.