Asymmetric Vinylogous Mannich Reactions: A Versatile Approach to Functionalized Heterocycles
摘要
Asymmetric vinylogous Mannich reaction (VMR) of 2-(tert-butyldimethylsilyloxy)furan (TBSOF, 1) with (R(S))- or (S(S))-t-BS-imines (3) furnished 5-aminoalkylbutenolides 7a-k in 75-87% yields with anti/syn ratios ranging from 75:25 to 97:3. Butenolides 7a-f,k were readily converted into substituted lactones 8 and 5 and 6-substituted 5-hydroxypiperidin-2-ones 11a-g, which are, in turn, key intermediates for the synthesis of many bioactive compounds.
出处
Org. Lett., 2011, 13 (18): 4938–4941本条目访问地址(URI)
http://dx.doi.org/doi:10.1021/ol2020384https://dspace.xmu.edu.cn/handle/2288/11512
WOS:000294703900048