98%
921
2 minutes
20
Catalytic enantioselective alkenylation of aldehydes with easily accessible alkenyl halides promoted by a chiral cobalt complex derived from a newly developed tridentate bisoxazolinephosphine is presented. Such processes represent an unprecedented reaction pathway for cobalt catalysis and a general approach that enable rapid construction of highly diversified enantioenriched allylic alcohols containing a 1,1-, 1,2-disubstituted and trisubstituted alkene as well as axial stereogenicity in up to 99 % yield and 99 : 1 er without the need of preformation of alkenyl-metal reagents. DFT calculations revealed the origin of enantioselectivity.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1002/anie.202405290 | DOI Listing |
Chem Commun (Camb)
September 2025
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, Tamil Nadu, India.
A regio-, diastereo-, and enantioselective cobalt-catalyzed C-H activation/annulation of aromatic and alkenyl amides has been developed to access heterocycles featuring vicinal C-C and C-N diaxes. This strategy uniquely harnesses previously unexplored electronically unbiased internal alkynes and proceeds under mild conditions to deliver products in high yields with excellent regio- and stereocontrol.
View Article and Find Full Text PDFOrg Lett
September 2025
Department of Chemistry, Hong Kong Baptist University, Waterloo Road, Kowloon Tong, Hong Kong SAR 999077, China.
A concise enantioselective total synthesis of leptosphine C () has been achieved. Our synthetic strategy features an unprecedented diastereo-/enantioselective Hajos-Parrish-Eder-Sauer-Wiechert (HPESW) reaction for construction of the AB ring system with continuous stereogenic centers (76% yield, 90% ee, dr = 19:1) and an uncommon Pauson-Khand (PK) reaction of geminal dimethyl alkenyl side chains for establishing the CD ring system with the quaternary carbon at C14.
View Article and Find Full Text PDFJ Am Chem Soc
August 2025
State Key Laboratory of Natural Product Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, China.
Enantioconvergent cross-coupling is a powerful strategy for asymmetric synthesis, but its application to alcohols remains challenging. Here, we demonstrate the potential of the dynamic kinetic cross-electrophile coupling (DK-XEC) strategy to enable the enantioconvergent coupling of alcohols. This nickel-catalyzed approach directly couples benzylic alcohols with alkenyl electrophiles, providing access to enantioenriched alkenes bearing allylic stereogenic centers.
View Article and Find Full Text PDFAcc Chem Res
August 2025
The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.
ConspectusOxygen-containing heterocycles are increasingly recognized for their biological significance, especially in the field of drug discovery. Therefore, the enantioselective synthesis of oxygen-containing heterocycles has attracted great attention in the past few decades, and many ingenious synthetic strategies have been developed. Despite remarkable progress, they are often limited in terms of the diversity of target scaffolds, accessibility of starting materials, substrate scope, and stereoselectivity.
View Article and Find Full Text PDFChem Commun (Camb)
July 2025
Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal By-Pass Road, Bhopal, Madhya Pradesh 462066, India.
Herein, we have developed an efficient oxidatively removable directing group approach, enabling highly enantioselective Pd-catalyzed C-H activation. Successful rationalization of difficult C-H activation over the labile β-H oxidation step led to the direct synthesis of chiral 2-alkenylated ferrocene formaldehydes with up to 71% yields and 98 : 2 er.
View Article and Find Full Text PDF