In this section, you can access to the latest technical information related to the FUTURE project topic.

Stereoselective Peterson Olefinations from Bench‐Stable Reagents and N‐Phenyl Imines (pages 8737–8740)

The synthesis of bench‐stable α,α‐bis(trimethylsilyl)toluenes and tris(trimethylsilyl)methane is described and their use in stereoselective Peterson olefinations has been achieved with a wide substrate scope. Product stereoselectivity was poor with carbonyl electrophiles (E/Z ∼1:1 to 4:1) though this was significantly improved by employing the corresponding substituted N‐benzylideneaniline (up to 99:1) as an alternative electrophile. The olefination byproduct was identified as N,N‐bis(trimethylsilyl)aniline and could be easily separated from product by aqueous acid extraction. Evidence for an autocatalytic cycle has been obtained.

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» Author: Manas Das, Dr. Atul Manvar, Dr. Maïwenn Jacolot, Dr. Marco Blangetti, Dr. Roderick C. Jones andProf. Dr. Donal F. O'Shea*

» Reference: Chemistry - A European JournalVolume 21, Issue 24, pages 8737–8740, June 8, 2015

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