Asymmetric Preparation of Polysubstituted Cyclopropanes Based on Direct Functionalization of Achiral Three-Membered Carbocycles

Chemical Reviews
Longyang Dian, Ilan Marek

Abstract

In addition to the appealing synthetic transformations that cyclopropanes present, they are also part of larger molecular structures that possess a wide range of biological properties. Therefore, the preparation of enantiomerically enriched cyclopropanes has consistently been a very interesting research topic in organic synthesis. In this Focus Review, we are presenting new methods for the synthesis of these target compounds through catalytic and asymmetric direct functionalization of simple achiral three-membered carbocycle precursors. These convergent and very flexible approaches allow the preparation of a large variety of polysubstituted alkyl-, vinyl-, alkynyl-, and arylcyclopropanes but also cyclopropanols and cyclopropylamines in very high diastereo- and enantiomeric ratios from a single precursor, underlining the power of this synthetic route.

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Citations

Jan 3, 2019·Angewandte Chemie·Laura AmenósMariola Tortosa
Jan 25, 2019·Angewandte Chemie·Marc Montesinos-MagranerAbraham Mendoza
Sep 19, 2019·Chemistry : a European Journal·Liangliang Zhang, Martin Oestreich
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Sep 11, 2020·Angewandte Chemie·Zeqi JiangQing Xiao
Jan 30, 2021·Chemistry : a European Journal·Rajarshi MondalZackaria Nairoukh
Apr 16, 2021·Journal of the American Chemical Society·Shaozhen NieVy M Dong
Jun 8, 2021·Chemical Science·Veeranjaneyulu Lanke, Ilan Marek
Jun 13, 2020·Journal of the American Chemical Society·Lun AnXingang Zhang
Sep 22, 2020·ACS Catalysis·Longyang Dian, Ilan Marek
Mar 1, 2019·ACS Catalysis·Heiko SommerIlan Marek
Nov 3, 2020·The Journal of Organic Chemistry·Jun-Chao SunXing-Ping Zeng
Mar 7, 2020·Journal of the American Chemical Society·Veeranjaneyulu Lanke, Ilan Marek
Oct 30, 2021·Journal of the American Chemical Society·Yoshiya Sekiguchi, Naohiko Yoshikai

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