Volume 42, Issue 24 pp. 3588-3604
Recent Advances

Enantioselective Borylative Functionalization of Internal Alkenes: A Platform for Constructing Vicinal Stereocenters

Yu-Shen Zhu

Yu-Shen Zhu

State Key Laboratory of Medical Chemical Biology and College of Pharmacy, Nankai University, Tianjin, 300071 China

Search for more papers by this author
Jia-Xin Li

Jia-Xin Li

State Key Laboratory of Medical Chemical Biology and College of Pharmacy, Nankai University, Tianjin, 300071 China

Search for more papers by this author
Hao-Tian Zhao

Hao-Tian Zhao

State Key Laboratory of Medical Chemical Biology and College of Pharmacy, Nankai University, Tianjin, 300071 China

Search for more papers by this author
Bo Su

Corresponding Author

Bo Su

State Key Laboratory of Medical Chemical Biology and College of Pharmacy, Nankai University, Tianjin, 300071 China

E-mail: [email protected]Search for more papers by this author
First published: 01 November 2024
Citations: 5

Dedicated to the Special Issue of Boron Chemistry.

Comprehensive Summary

Vicinal stereogenic centers are ubiquitous structural scaffolds in both natural products and synthetic compounds, yet their enantioselective construction remains a significant challenge in organic synthesis. Organoboron compounds are of paramount importance in synthetic chemistry due to their ability to undergo facile transformations, yielding diverse essential chemical bonds such as carbon-carbon, carbon-oxygen, carbon-nitrogen, and carbon-halogen bonds. Transition-metal-catalyzed asymmetric borylative functionalizations of internal alkenes offer a promising strategy for the enantioselective installation of two adjacent chiral centers across carbon-carbon bonds. By leveraging the versatile transformations of the newly introduced boryl unit, this approach holds great potential for expanding the structural diversity of vicinal stereogenic scaffolds. In this concise review, we aim to highlight recent advancements in transition-metal-catalyzed asymmetric borylative functionalizations of internal alkenes, underscore their utility as a versatile approach for constructing vicinal stereogenic centers, and discuss unsolved challenges and future directions in this field.

image

Key Scientists

image

The full text of this article hosted at iucr.org is unavailable due to technical difficulties.