Recent developments and applications of the chiral Brønsted acid catalyzed allylboration of carbonyl compounds
Accepted version
Peer-reviewed
Repository URI
Repository DOI
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Authors
Sedgwick, Daniel M
Grayson, MN
Fustero, Santos
Barrio, Pablo
Abstract
The 50-year-old allylboration reaction has seen dramatic developments since the dawn of the new century after the first catalytic asymmetric versions came into play. In the past decade alone, several methodologies capable of achieving the desired homoallylic alcohols in over 90% e.e. have been developed. This review focuses on the chiral Brønsted acid-catalyzed allylboration reaction—covering everything from the very first examples and precedents to modern day variations and applications—and includes the following sections:
- Introduction
- Early developments
- Synthetic applications
- Variants
- Computational contribution
Description
Keywords
asymmetric synthesis, allylboration, enantioselective catalysis, chiral Brønsted acids, homoallylic alcohols, DFT calculations
Journal Title
Synthesis
Conference Name
Journal ISSN
0039-7881
1437-210X
1437-210X
Volume Title
50
Publisher
Thieme
Publisher DOI
Sponsorship
We thank the Spanish MINECO (CTQ2013-43310) and Generalitat
Valenciana (PROMETEOII/2014/073) for their financial support. D. M. S.
is grateful to the Spanish Government for an FPU fellowship. We are
grateful to Girton College, Cambridge (Research Fellowship to M.N.G.) for
financial support.