Iridium-Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes

Angewandte Chemie
Guangzhu Wang Senmiao Xu


The regioselective hydroboration of aliphatic internal alkenes remains a great challenge. Reported herein is an iridium-catalyzed hydroboration of aliphatic internal alkenes, providing distal-borylated products in good to excellent yields with high regioselectivity (up to 99:1). We also demonstrate that the C-B bond of the distal-borylated product can be readily converted into other functional groups. DFT calculations indicate that the reaction proceeds through an unexpected IrIII /IrV cycle.


Oct 10, 2002·Journal of the American Chemical Society·Alejandro Pérez LunaHenri-Philippe Husson
Jun 25, 2004·Chemical Communications : Chem Comm·Yajun Wang, Frank Caruso
Jul 30, 2004·Journal of the American Chemical Society·Cathleen M CruddenAustin C Chen
Oct 10, 2007·Angewandte Chemie·Ji-Eon Lee, Jaesook Yun
Mar 4, 2008·Journal of the American Chemical Society·Sean M SmithJ M Takacs
Jan 10, 2009·Chemistry : a European Journal·Hak-Suk SimJaesook Yun
Apr 9, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Vanesa LilloElena Fernández
Jul 2, 2009·Chemical Communications : Chem Comm·Li DangTodd B Marder
Jul 11, 2009·Angewandte Chemie·Dongwan NohJaesook Yun
Dec 9, 2009·Journal of the American Chemical Society·Christopher J Lata, Cathleen M Crudden
Jan 16, 2010·Angewandte Chemie·Julia A SchiffnerMartin Oestreich
Jan 23, 2010·Journal of the American Chemical Society·Sean M Smith, J M Takacs
Mar 13, 2010·Inorganic Chemistry·Shahana ChatterjeeLarry G Sneddon
Nov 17, 2010·Journal of the American Chemical Society·Deidre L SandrockGary A Molander
Feb 18, 2012·Chemical Society Reviews·Jessica CidElena Fernández
Nov 13, 2012·Chemical Communications : Chem Comm·Sean M SmithJ M Takacs
Feb 6, 2014·Angewandte Chemie·Lei ZhangZheng Huang
Jun 21, 2014·Nature Chemistry·Amadeu BonetVarinder K Aggarwal
Oct 18, 2014·Journal of the American Chemical Society·Lei ZhangZheng Huang
Jan 15, 2016·Angewandte Chemie·John R Coombs, James P Morken
Apr 20, 2016·Journal of the American Chemical Society·John A GurakKeary M Engle
May 12, 2016·Journal of the American Chemical Society·Yumeng Xi, John F Hartwig
Jul 20, 2016·Chemical Reviews·Emily C NeeveTodd B Marder
Oct 7, 2016·Journal of the American Chemical Society·Kin S YangKeary M Engle
Oct 28, 2016·Journal of the American Chemical Society·Zi-Xuan WangBi-Jie Li
Dec 13, 2016·Journal of the American Chemical Society·Mao-Lin LiQi-Lin Zhou
Apr 18, 2017·Journal of the American Chemical Society·Suman Chakrabarty, J M Takacs
Sep 14, 2017·Journal of the American Chemical Society·Won Jun JangJaesook Yun
Oct 4, 2017·Journal of the American Chemical Society·Miriam L O'DuillKeary M Engle
Feb 1, 2018·Journal of the American Chemical Society·Zhen LiuKeary M Engle
Apr 27, 2018·Chemical Communications : Chem Comm·G L HoangJ M Takacs
Jun 22, 2018·Journal of the American Chemical Society·Chengdong WangTeck-Peng Loh
Sep 16, 2018·Journal of the American Chemical Society·Seung Youn HongSukbok Chang

Related Concepts

DFT/ACK - Post Detail Financial Transaction
Cellular Alkene Metabolic Process

Trending Feeds


Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Systemic Juvenile Idiopathic Arthritis

Systemic juvenile idiopathic arthritis is a rare rheumatic disease that affects children. Symptoms include joint pain, as well as fevers and skin rashes. Here is the latest research on this disease.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Cell Atlas Along the Gut-Brain Axis

Profiling cells along the gut-brain axis at the single cell level will provide unique information for each cell type, a three-dimensional map of how cell types work together to form tissues, and insights into how changes in the map underlie health and disease of the GI system and its crosstalk with the brain. Disocver the latest research on single cell analysis of the gut-brain axis here.

Myocardial Stunning

Myocardial stunning is a mechanical dysfunction that persists after reperfusion of previously ischemic tissue in the absence of irreversible damage including myocardial necrosis. Here is the latest research.

Pontocerebellar Hypoplasia

Pontocerebellar hypoplasias are a group of neurodegenerative autosomal recessive disorders with prenatal onset, atrophy or hypoplasia of the cerebellum, hypoplasia of the ventral pons, microcephaly, variable neocortical atrophy and severe mental and motor impairments. Here is the latest research on pontocerebellar hypoplasia.

Central Pontine Myelinolysis

Central Pontine Myelinolysis is a neurologic disorder caused most frequently by rapid correction of hyponatremia and is characterized by demyelination that affects the central portion of the base of the pons. Here is the latest research on this disease.


Trichotillomania is an impulse control disorder characterized by the recurrent pulling of one's hair resulting in noticeable hair loss. Here are the latest discoveries in this field.

DDX3X Syndrome

DDX3X syndrome is caused by a spontaneous mutation at conception that primarily affects females due to its location on the X-chromosome. DDX3X syndrome has been linked to intellectual disabilities, seizures, autism, low muscle tone, brain abnormalities, and slower physical developments. Here is the latest research.