Diastereoselective Passerini Reaction of Biobased Chiral Aldehydes: Divergent Synthesis of Various Polyfunctionalized Heterocycles

被引:31
|
作者
Moni, Lisa [1 ]
Banfi, Luca [1 ]
Basso, Andrea [1 ]
Martino, Elisa [1 ]
Riva, Renata [1 ]
机构
[1] Univ Genoa, Dept Chem & Ind Chem, Via Dodecaneso 31, I-16146 Genoa, Italy
关键词
UGI MULTICOMPONENT REACTION; FUNCTIONAL-GROUPS; ACID; PYRROLIDINES; DERIVATIVES; ERYTHRITOL; VERSATILE; ALCOHOLS; SEQUENCE;
D O I
10.1021/acs.orglett.6b00487
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lewis acid catalyzed Passerini reactions on chiral aldehydes derived from desymmetrized erythritol take place with unprecedented diastereoselectivity. The resulting adducts have been selectively and efficiently converted into a variety of densely functionalized, polyoxygenated heterocycles.
引用
收藏
页码:1638 / 1641
页数:4
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