Synthesis of 2,4,6-Trisubstituted Chiral Piperidines and (−)-Dendroprimine by One-Pot Asymmetric Azaelectrocyclization Protocol
نویسندگان
چکیده
منابع مشابه
Synthesis of indole alkaloid (−)-corynantheidol and formal synthesis of (−)-corynantheidine via one-pot asymmetric azaelectrocyclization
Please cite this article in press as: Li, Y.; et The highly efficient asymmetric total synthesis of indole alkaloid, ( )-corynantheidol, containing a 2,4,5trisubstituted piperidine core, was achieved using a new version of the one-pot azaelectrocyclization reaction. The formal synthesis of ( )-corynantheidine was also achieved using the common synthetic intermediate for these corynantheines. 20...
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Chiral aminoalkyl epoxyaziridine 1 is synthesized in high yield and diastereoselectivity from L-serine. Ring opening of epoxyaziridine 1 with primary amines is carried out with total chemo- and regioselectivity, affording chiral polyfunctionalized piperidines 8. The structure of these trisubstituted piperidines is established by NMR studies.
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Previously, we reported an efficient asymmetric synthesis of substituted piperidines through an exocyclic chirality induced nitroalkene/amine/enone (NAE) condensation reaction. An effective protecting group strategy was developed herein to achieve enantiopure piperidines (yields up to 92%) with complete chirality retention (ee > 95%). A simple derivatization of the obtained piperidines gave thi...
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Regarding the green chemistry's goals, dicationic magnetic room temperature ionic liquid open up new avenue to introduce an amazing and efficient system for facilitating catalyst recovery in different organic reactions. Ability of this dicationic magnetic room temperature ionic liquid catalyst in the one-pot three-components condensation reaction of benzil, aromatic aldehyde, and ammonium aceta...
متن کاملOne-pot synthesis of 2,4,5-trisubstituted imidazoles catalyzed by dicationic magnetic room temperature ionic liquid
Regarding the green chemistry's goals, dicationic magnetic room temperature ionic liquid open up new avenue to introduce an amazing and efficient system for facilitating catalyst recovery in different organic reactions. Ability of this dicationic magnetic room temperature ionic liquid catalyst in the one-pot three-components condensation reaction of benzil, aromatic aldehyde, and ammonium aceta...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2006
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol0622716