Stereoselective Synthesis of Cyclohexanes via an Iridium Catalyzed (5 + 1) Annulation Strategy
Author(s) -
Wasim M. Akhtar,
Roly J. Armstrong,
James R. Frost,
Neil G. Stevenson,
Timothy J. Donohoe
Publication year - 2018
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.8b07776
Subject(s) - cyclohexanes , chemistry , stereoselectivity , annulation , iridium , catalysis , cyclohexane , combinatorial chemistry , cyclopentanes , organic chemistry
An iridium catalyzed method for the synthesis of functionalized cyclohexanes from methyl ketones and 1,5-diols is described. This process operates by two sequential hydrogen borrowing reactions, providing direct access to multisubstituted cyclic products with high levels of stereocontrol. This methodology represents a novel (5 + 1) strategy for the stereoselective construction of the cyclohexane core.
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