Mechanistically Inspired Route toward Hexahydro-2<i>H</i>-chromenes via Consecutive [4 + 2] Cycloadditions
作者:Kumar Dilip Ashtekar、Xinliang Ding、Edmond Toma、Wei Sheng、Hadi Gholami、Christopher Rahn、Paul Reed、Babak Borhan
DOI:10.1021/acs.orglett.6b01742
日期:2016.8.19
Utilizing two robust C–C bond-forming reactions, the Baylis–Hillman reaction and the Diels–Alder reaction, we report a highly enantio-, regio-, and diastereoselective synthesis of hexahydro-2H-chromenes via two sequential [4 + 2] cycloadditions. These tandem and formal cycloadditions have also been performed as a “one-pot” sequence to access the corresponding heterocycles constituting up to five contiguous
利用两个健壮的C-C键形成反应中,的Baylis-Hillman反应和狄尔斯-阿尔德反应,我们报告六氢- 2的高度对映选择性,区域选择性和立体选择性合成ħ通过两个连续的[4 + 2 -chromenes ]环加成。这些串联和形式环加成反应也已作为“一锅”序列进行,以优异的收率和立体选择性进入构成多达五个连续立体中心的相应杂环。