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Diastereo- and Enantioselective Iridium Catalyzed Carbonyl (?-Cyclopropyl)allylation via Transfer Hydrogenation.

ABSTRACT: The first examples of diastereo- and enantioselective carbonyl ?-(cyclopropyl)allylation are reported. Under the conditions of iridium catalyzed transfer hydrogenation using the chiral precatalyst (R)-Ir-I modified by SEGPHOS, carbonyl ?-(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.

SUBMITTER: Tsutsumi R

PROVIDER: S-EPMC4627847 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Diastereo- and Enantioselective Iridium Catalyzed Carbonyl (α-Cyclopropyl)allylation via Transfer Hydrogenation.

Tsutsumi Ryosuke R Hong Suckchang S Krische Michael J MJ

Chemistry (Weinheim an der Bergstrasse, Germany) 20150728 37

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. ...[more]

PMID: 26235369

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