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Efficient Macrocyclization by a Novel Oxy‐Oxonia‐Cope Reaction: Synthesis and Olfactory Properties of New Macrocyclic Musks
Author(s) -
Zou Yue,
Mouhib Halima,
Stahl Wolfgang,
Goeke Andreas,
Wang Quanrui,
Kraft Philip
Publication year - 2012
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.201200882
Subject(s) - alicyclic compound , odor , chemistry , computer science , organic chemistry
Musk made to odor : A new oxy‐oxonia‐Cope macrocyclization to (3 Z )‐configured cycloalk‐3‐en‐1‐yl formates is reported, which is useful in the synthesis of unsaturated and saturated macrocyclic ketones (see scheme). The synthesized structures provide new insight into the structure–odor correlation of musks, making it likely for macrocyclic and linear alicyclic musks to address the same olfactory receptors.