Catalytic Enantioselective β‐Alkylation of α,β‐Unsaturated Aldehydes by Combination of Transition‐Metal‐ and Aminocatalysis: Total Synthesis of Bisabolane Sesquiterpenes | Zendy

Afewerki Samson | Zendy; Breistein Palle | Zendy; Pirttilä Kristian | Zendy; Deiana Luca | Zendy; Dziedzic Pawel | Zendy; Ibrahem Ismail | Zendy; Córdova Armando | Zendy

Premium

Catalytic Enantioselective β‐Alkylation of α,β‐Unsaturated Aldehydes by Combination of Transition‐Metal‐ and Aminocatalysis: Total Synthesis of Bisabolane Sesquiterpenes

Author(s) -

Afewerki Samson,

Breistein Palle,

Pirttilä Kristian,

Deiana Luca,

Dziedzic Pawel,

Ibrahem Ismail,

Córdova Armando

Publication year - 2011

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201100756

Subject(s) - enantioselective synthesis , catalysis , alkylation , chemistry , organic chemistry , amine gas treating

Branching out! The first co‐catalytic enantioselective (up to 98:2 e.r.) β‐alkylation of α,β‐unsaturated aldehydes by combination of simple chiral amine and copper catalysts provides β‐branched aldehydes in a one‐pot protocol (see scheme). The methodology was applied to the short total syntheses of bisabolane sesquiterpenes ( S )‐(+)‐curcumene, ( E )‐( S )‐(+)‐3‐dehydrocurcumene and ( S )‐(+)‐tumerone.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research