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Spirocyclic Oxetanes: Synthesis and Properties
Author(s) -
Wuitschik Georg,
RogersEvans Mark,
Buckl Andreas,
Bernasconi Maurizio,
Märki Moritz,
Godel Thierry,
Fischer Holger,
Wagner Björn,
Parrilla Isabelle,
Schuler Franz,
Schneider Josef,
Alker André,
Schweizer W. Bernd,
Müller Klaus,
Carreira Erick M.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200800450
Subject(s) - oxetane , chemistry , morpholine , stereochemistry , electrophile , organic chemistry , catalysis
Wormholes through chemical space : Spirocyclic oxetanes are described as analogues of morpholine and also as topological siblings of their carbonyl counterparts. They are particularly promising in terms of both their physicochemical properties and the ease with which they can be grafted onto molecular structures. The data collected highlight oxetanes as both the hydrophilic sister of a gem ‐dimethyl unit and the carbonyl group's lipophilic brother.