Stereoselective Synthesis of Cyclohexanes via an Iridium Catalyzed (5 + 1) Annulation Strategy

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 metho...

Full description

Saved in:
Bibliographic Details
Published in:Journal of the American Chemical Society 2018-09, Vol.140 (38), p.11916-11920
Main Authors: Akhtar, Wasim M, Armstrong, Roly J, Frost, James R, Stevenson, Neil G, Donohoe, Timothy J
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.8b07776