Highly Diastereo‐ and Enantioselective Cascade Synthesis of Bicyclic Lactams in One‐Pot | Zendy

Jiang Yan | Zendy; Deiana Luca | Zendy; Alimohammadzadeh Rana | Zendy; Liu Leifeng | Zendy; Sun Junliang | Zendy; Córdova Armando | Zendy

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Highly Diastereo‐ and Enantioselective Cascade Synthesis of Bicyclic Lactams in One‐Pot

Author(s) -

Jiang Yan,

Deiana Luca,

Alimohammadzadeh Rana,

Liu Leifeng,

Sun Junliang,

Córdova Armando

Publication year - 2018

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201701789

Subject(s) - chemistry , enantioselective synthesis , allylic rearrangement , amine gas treating , combinatorial chemistry , catalysis , bicyclic molecule , cascade , stereoselectivity , organocatalysis , cascade reaction , brønsted–lowry acid–base theory , organic chemistry , stereochemistry , chromatography

A versatile and highly stereoselective synthetic route to functionalized bi‐ and tricyclic lactams (up to > 20:1 dr and 99 % ee ) in one pot from simple starting materials (allylic alcohols, enals, diamines and amino alcohols) using cascade transformations promoted by chiral amine/Brønsted or metal/chiral amine/Brønsted relay catalysis is disclosed. Here molecular oxygen is employed as the terminal oxidant for the latter relay catalysis approach.

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