| Literature DB >> 21854016 |
Shu-Tang Ruan1, Jie-Min Luo, Yu Du, Pei-Qiang Huang.
Abstract
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.Entities:
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Year: 2011 PMID： 21854016 DOI： 10.1021/ol2020384
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005