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Front Cover: Asymmetric Construction of Vicinal Stereocenters Containing Quaternary and Tertiary Carbons: Application to the Formal Synthesis of (–)‐Chenopodene (Eur. J. Org. Chem. 4/2020)
Author(s) -
Harada Kenichi,
Ibaragi Daisuke,
Edazawa Yui,
Sakashita Masanori,
Nakata Ayane,
Kubo Miwa,
Carter Rich G.,
Fukuyama Yoshiyasu
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000090
Subject(s) - stereocenter , vicinal , chemistry , aldol reaction , enantioselective synthesis , stereochemistry , intramolecular force , front cover , formal synthesis , bicyclic molecule , organocatalysis , catalysis , cover (algebra) , organic chemistry , mechanical engineering , engineering
The Front Cover shows an enantioselective intramolecular aldol reaction of 1,7‐ketoaldehyde using proline‐derived organocatalyst “Hua‐cat”. The catalytic cycle rotates like Naruto whirlpools in Japan, giving rise to a [3.3.1]‐bicyclic compound efficiently. The obtained compound can be a key intermediate for the synthesis of terpenoids bearing vicinal stereocenters containing quaternary and tertiary carbons. More information can be found in the Communication by K. Harada, Y. Fukuyama et al.