Synthesis 2021; 53(07): 1229-1236
DOI: 10.1055/a-1325-4092
short review

Catalytic Asymmetric Osmium-Free Dihydroxylation of Alkenes

Authors

  • Shixia Su

    a   Hefei National Laboratory for Physical Science at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. of China
  • Chuan Wang

    a   Hefei National Laboratory for Physical Science at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. of China
    b   Center for Excellence in Molecular Synthesis of CAS, Hefei, Anhui 230026, P. R. of China

This work is supported by National Natural Science Foundation of China (Grant No. 21772183, 22071230), Fundamental Research Funds for the Central Universities (WK2060190086), ‘1000-Youth Talents Plan’ start-up funding, as well as University of Science and Technology of China.


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Abstract

Asymmetric dihydroxylation of alkenes is one of the cornerstone reactions in organic synthesis, providing a direct entry to optically active vicinal diols, which are not only a subunit in natural products but also versatile building blocks. In recent years, considerable progress in catalytic asymmetric osmium-free dihydroxylation has been achieved. This short review presents a concise summary of the reported methods of catalytic asymmetric osmium-free dihydroxylation.

1 Introduction

2 Iron-Catalyzed Asymmetric syn-Dihydroxylation of Alkenes

3 Manganese-Catalyzed Asymmetric syn-Dihydroxylation of Alkenes

4 Palladium/Gold Bimetallic Nanocluster-Catalyzed Asymmetric syn-Dihydroxylation of Alkenes

5 Enzyme-Catalyzed Asymmetric anti-Dihydroxylation of Alkenes

6 Amine-Catalyzed Asymmetric Formal anti-Dihydroxylation of Enals

7 Diselenide-Catalyzed anti-Dihydroxylation of Alkenes

8 Molybdenum-Catalyzed Asymmetric anti-Dihydroxylation of Allylic­ Alcohols

9 Phase-Transfer-Catalyzed Asymmetric Dihydroxylation of α-Aryl Acrylates

10 Conclusion



Publication History

Received: 27 October 2020

Accepted after revision: 30 November 2020

Accepted Manuscript online:
30 November 2020

Article published online:
29 January 2021

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