Iron Catalyzed Hydroboration of Aldehydes and Ketones

The Journal of Organic Chemistry
Sem Raj Tamang, Michael Findlater

Abstract

We report an operationally convenient room temperature hydroboration of aldehydes and ketones employing Fe(acac)3 as precatalyst. The hydroboration of aldehydes and ketones proceeded efficiently at room temperature to yield, after work up, 1° and 2° alcohols; chemoselective hydroboration of aldehydes over ketones is attained under these conditions. We propose a σ-bond metathesis mechanism in which an Fe-H intermediate is postulated to be a key reactive species.

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Citations

May 15, 2018·Chemical Communications : Chem Comm·Robert J NewlandStephen M Mansell
Jun 12, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Sem Raj Tamang, Michael Findlater
Jun 29, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Ashim BaishyaK Geetharani
Jul 26, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Adimulam HarinathTarun K Panda
Jan 4, 2019·Organic & Biomolecular Chemistry·Sem Raj TamangMichael Findlater
Feb 11, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Guoqi ZhangShengping Zheng
Sep 6, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sem Raj Tamang, Michael Findlater
Jul 6, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Li LiGuoqi Zhang
Apr 23, 2021·Organic & Biomolecular Chemistry·Mateusz NowickiMarcin Hoffmann
Jul 29, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Samantha LauRuth L Webster
May 8, 2020·Organic Letters·Andrew D BageStephen P Thomas
Apr 22, 2020·Journal of the American Chemical Society·Sheng ZhangMichael Findlater
Oct 20, 2018·Organic Letters·Sem Raj TamangMichael Findlater
Jan 10, 2019·Organic Letters·Haisu ZengGuoqi Zhang
Aug 3, 2018·The Journal of Organic Chemistry·Zhangye ZhuXiaoguang Bao
Oct 8, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Sudip SauPrasenjit Mal
Oct 8, 2021·Chemical Reviews·Shubhankar Kumar BoseTodd B Marder

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