Copper-catalyzed enantioselective beta-boration of acyclic enones.Chemistry. 2009; 15(8):1939-43.C
Abstract
The enantioselective beta-boration of various acyclic enones has been studied by using chiral diphosphine-copper complexes. Good to excellent yields and enantioselectivities (up to 97 % ee (enantiomeric excess)) were observed for a range of substrates under optimized conditions. In this transformation, the addition of a controlled amount of alcohol, especially methyl alcohol, is critical to obtain products in high ee and yield. This methodology accommodates structural variation of acyclic enones and provides access to a range of functionalized chiral organoboronates in high enantiomeric purity.
Links
Pub Type(s)
Journal Article
Language
eng
PubMed ID
19132707
Citation
Sim, Hak-Suk, et al. "Copper-catalyzed Enantioselective Beta-boration of Acyclic Enones." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 15, no. 8, 2009, pp. 1939-43.
Sim HS, Feng X, Yun J. Copper-catalyzed enantioselective beta-boration of acyclic enones. Chemistry. 2009;15(8):1939-43.
Sim, H. S., Feng, X., & Yun, J. (2009). Copper-catalyzed enantioselective beta-boration of acyclic enones. Chemistry (Weinheim an Der Bergstrasse, Germany), 15(8), 1939-43. https://doi.org/10.1002/chem.200802150
Sim HS, Feng X, Yun J. Copper-catalyzed Enantioselective Beta-boration of Acyclic Enones. Chemistry. 2009;15(8):1939-43. PubMed PMID: 19132707.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Copper-catalyzed enantioselective beta-boration of acyclic enones.
AU - Sim,Hak-Suk,
AU - Feng,Xinhui,
AU - Yun,Jaesook,
PY - 2009/1/10/entrez
PY - 2009/1/10/pubmed
PY - 2009/1/10/medline
SP - 1939
EP - 43
JF - Chemistry (Weinheim an der Bergstrasse, Germany)
JO - Chemistry
VL - 15
IS - 8
N2 - The enantioselective beta-boration of various acyclic enones has been studied by using chiral diphosphine-copper complexes. Good to excellent yields and enantioselectivities (up to 97 % ee (enantiomeric excess)) were observed for a range of substrates under optimized conditions. In this transformation, the addition of a controlled amount of alcohol, especially methyl alcohol, is critical to obtain products in high ee and yield. This methodology accommodates structural variation of acyclic enones and provides access to a range of functionalized chiral organoboronates in high enantiomeric purity.
SN - 1521-3765
UR - https://www.unboundmedicine.com/medline/citation/19132707/Copper_catalyzed_enantioselective_beta_boration_of_acyclic_enones_
L2 - https://doi.org/10.1002/chem.200802150
DB - PRIME
DP - Unbound Medicine
ER -
