The impact of the Mukaiyama aldol reaction in total synthesis.Angew Chem Int Ed Engl. 2013 Aug 26; 52(35):9097-108.AC
Abstract
Four decades since Mukaiyama's first reports on the successful application of silicon and boron enolates in directed aldol reactions, the ability of this highly controlled carbon-carbon bond-forming method to simultaneously define stereochemistry, introduce complexity, and construct the carbon skeleton with a characteristic 1,3-oxygenation pattern has made it a powerful tool for natural product synthesis. This Minireview highlights a number of representative total syntheses that demonstrate the impact of the Mukaiyama aldol reaction and discusses the underlying mechanistic rationale that determines the stereochemical outcomes.
Links
Pub Type(s)
Journal Article
Review
Language
eng
PubMed ID
23893491
Citation
Kan, S B Jennifer, et al. "The Impact of the Mukaiyama Aldol Reaction in Total Synthesis." Angewandte Chemie (International Ed. in English), vol. 52, no. 35, 2013, pp. 9097-108.
Kan SB, Ng KK, Paterson I. The impact of the Mukaiyama aldol reaction in total synthesis. Angew Chem Int Ed Engl. 2013;52(35):9097-108.
Kan, S. B., Ng, K. K., & Paterson, I. (2013). The impact of the Mukaiyama aldol reaction in total synthesis. Angewandte Chemie (International Ed. in English), 52(35), 9097-108. https://doi.org/10.1002/anie.201303914
Kan SB, Ng KK, Paterson I. The Impact of the Mukaiyama Aldol Reaction in Total Synthesis. Angew Chem Int Ed Engl. 2013 Aug 26;52(35):9097-108. PubMed PMID: 23893491.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - The impact of the Mukaiyama aldol reaction in total synthesis.
AU - Kan,S B Jennifer,
AU - Ng,Kenneth K-H,
AU - Paterson,Ian,
Y1 - 2013/07/26/
PY - 2013/05/07/received
PY - 2013/7/30/entrez
PY - 2013/7/31/pubmed
PY - 2014/3/13/medline
KW - aldol reaction
KW - enolates
KW - natural products
KW - polyketides
KW - stereocontrol
SP - 9097
EP - 108
JF - Angewandte Chemie (International ed. in English)
JO - Angew Chem Int Ed Engl
VL - 52
IS - 35
N2 - Four decades since Mukaiyama's first reports on the successful application of silicon and boron enolates in directed aldol reactions, the ability of this highly controlled carbon-carbon bond-forming method to simultaneously define stereochemistry, introduce complexity, and construct the carbon skeleton with a characteristic 1,3-oxygenation pattern has made it a powerful tool for natural product synthesis. This Minireview highlights a number of representative total syntheses that demonstrate the impact of the Mukaiyama aldol reaction and discusses the underlying mechanistic rationale that determines the stereochemical outcomes.
SN - 1521-3773
UR - https://www.unboundmedicine.com/medline/citation/23893491/The_impact_of_the_Mukaiyama_aldol_reaction_in_total_synthesis_
L2 - https://doi.org/10.1002/anie.201303914
DB - PRIME
DP - Unbound Medicine
ER -