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Diastereo‐ and Enantioselective Iridium Catalyzed Carbonyl (α‐Cyclopropyl)allylation via Transfer Hydrogenation
Author(s) -
Tsutsumi Ryosuke,
Hong Suckchang,
Krische Michael J.
Publication year - 2015
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.201502499
Subject(s) - iridium , enantioselective synthesis , transfer hydrogenation , aldehyde , cyclopropane , catalysis , chemistry , organic chemistry , alcohol , noyori asymmetric hydrogenation , ruthenium , ring (chemistry)
The first examples of diastereo‐ and enantioselective carbonyl α‐(cyclopropyl)allylation are reported. Under the conditions of iridium catalyzed transfer hydrogenation using the chiral precatalyst ( R )‐Ir‐ I modified by SEGPHOS, carbonyl α‐(cyclopropyl)allylation may be achieved with equal facility from alcohol or aldehyde oxidation levels. This methodology provides a conduit to hitherto inaccessible inaccessible enantiomerically enriched cyclopropane‐containing architectures.