z-logo
Premium
Selective Mono‐allylation of 1,3‐Diketones and Their Use in the Synthesis of 3‐Allyl Chromones and Benzannulated 6,5‐Bicyclic Ketals
Author(s) -
Swaney Brooke E.,
Gai Sinan,
Clark Mitchell R.,
Hawkins Bill C.
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201801695
Subject(s) - yield (engineering) , chemistry , bicyclic molecule , diketone , combinatorial chemistry , organic chemistry , materials science , metallurgy
The selective mono‐allylation of 1,3‐diketone containing compounds is described. The reaction proceeds under mild reaction conditions and in moderate to high yield (66–99 %). Using this procedure to access the key mono‐allylated intermediate, the hitherto difficult to access 3‐allyl chromones were synthesized in excellent yield (87–98 %). Finally, the utility of this newly developed procedure was showcased through the rapid synthesis of the scaffold of the xyloketal family of natural products.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here