The Mukaiyama aldol reaction: 40 years of continuous development.Angew Chem Int Ed Engl. 2013 Aug 26; 52(35):9109-18.AC
Abstract
A directed cross-aldol reaction of silyl enol ethers with carbonyl compounds, such as aldehydes and ketones, promoted by a Lewis acid, a reaction which is now widely known as the Mukaiyama aldol reaction. It was first reported in 1973, and this year marks the 40th anniversary. The directed cross-aldol reactions mediated by boron enolates and tin(II) enolates also emerged from the Mukaiyama laboratory. These directed cross-aldol reactions have become invaluable tools for the construction of stereochemically complex molecules from two carbonyl compounds. This Minireview provides a succinct historical overview of their discoveries and the early stages of their development.
Links
Pub Type(s)
Journal Article
Review
Language
eng
PubMed ID
23881865
Citation
Matsuo, Jun-ichi, and Masahiro Murakami. "The Mukaiyama Aldol Reaction: 40 Years of Continuous Development." Angewandte Chemie (International Ed. in English), vol. 52, no. 35, 2013, pp. 9109-18.
Matsuo J, Murakami M. The Mukaiyama aldol reaction: 40 years of continuous development. Angew Chem Int Ed Engl. 2013;52(35):9109-18.
Matsuo, J., & Murakami, M. (2013). The Mukaiyama aldol reaction: 40 years of continuous development. Angewandte Chemie (International Ed. in English), 52(35), 9109-18. https://doi.org/10.1002/anie.201303192
Matsuo J, Murakami M. The Mukaiyama Aldol Reaction: 40 Years of Continuous Development. Angew Chem Int Ed Engl. 2013 Aug 26;52(35):9109-18. PubMed PMID: 23881865.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - The Mukaiyama aldol reaction: 40 years of continuous development.
AU - Matsuo,Jun-ichi,
AU - Murakami,Masahiro,
Y1 - 2013/07/23/
PY - 2013/04/16/received
PY - 2013/7/25/entrez
PY - 2013/7/25/pubmed
PY - 2014/3/13/medline
KW - aldol reaction
KW - history of science
KW - silyl enol ether
KW - stereoselectivity
KW - synthetic methods
SP - 9109
EP - 18
JF - Angewandte Chemie (International ed. in English)
JO - Angew Chem Int Ed Engl
VL - 52
IS - 35
N2 - A directed cross-aldol reaction of silyl enol ethers with carbonyl compounds, such as aldehydes and ketones, promoted by a Lewis acid, a reaction which is now widely known as the Mukaiyama aldol reaction. It was first reported in 1973, and this year marks the 40th anniversary. The directed cross-aldol reactions mediated by boron enolates and tin(II) enolates also emerged from the Mukaiyama laboratory. These directed cross-aldol reactions have become invaluable tools for the construction of stereochemically complex molecules from two carbonyl compounds. This Minireview provides a succinct historical overview of their discoveries and the early stages of their development.
SN - 1521-3773
UR - https://www.unboundmedicine.com/medline/citation/23881865/The_Mukaiyama_aldol_reaction:_40_years_of_continuous_development_
L2 - https://doi.org/10.1002/anie.201303192
DB - PRIME
DP - Unbound Medicine
ER -