Synthesis 2018; 50(03): 470-484
DOI: 10.1055/s-0036-1589133
short review
© Georg Thieme Verlag Stuttgart · New York

Cyclopropyl- and Cyclobutylboronates and -silanes: A Stereo­selective Approach

Víctor Martín-Heras
a   Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain
,
Alejandro Parra
a   Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain
b   Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, 28049 Madrid, Spain   Email: mariola.tortosa@uam.es
,
Mariola Tortosa*
a   Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain
b   Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, 28049 Madrid, Spain   Email: mariola.tortosa@uam.es
› Author Affiliations
We thank the European Research Council (ERC-337776) and MINECO (CTQ2016-78779-R) for financial support. M.T. thanks MICINN for a RyC contract. V.M.-H. thanks UAM for a predoctoral fellowship.
Further Information

Publication History

Received: 01 September 2017

Accepted after revision: 19 October 2017

Publication Date:
14 December 2017 (online)


Abstract

Chiral cyclopropyl- and cyclobutylboronic esters and -silanes have become attractive intermediates for the preparation of functionalized small rings. This review highlights the stereoselective methods developed for their preparation, including both diastereo- and enantio­selective approaches.

1 Introduction

2 Stereoselective Synthesis of Cyclopropyl- and Cyclobutylboronates and -silanes

2.1 Diastereoselective Synthesis of Cyclopropyl- and Cyclobutylboronates and -silanes

2.2 Asymmetric Synthesis of Cyclopropyl- and Cyclobutylboronates and -silanes

3 Conclusions