Graduate School of Life Science and Frontier Research Center for Post-Genome Science and Technology, Hokkaido University, N21, W11, Sapporo 001-0021, Japan.
Org Lett. 2012 Apr 20;14(8):2102-5. doi: 10.1021/ol300634x. Epub 2012 Apr 3.
Strict β-controlled glucuronylations without classical neighboring-group participation were achieved by the assistance of a 2,4-O-di-tert-butylsilylene group. Comparison of activation conditions and conformational analysis indicated that the strict β-selectivity was achieved by steric hindrance of the 2,4-O-di-tert-butylsilylene group and not by complex glycosyl intermediates.
在 2,4-O-二叔丁基硅烯基的辅助下,实现了无需经典邻基参与的严格β控制型葡糖醛酰化反应。活化条件的比较和构象分析表明,严格的β选择性是通过 2,4-O-二叔丁基硅烯基的空间位阻实现的,而不是通过复杂的糖苷中间体。