Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system.Chirality. 2009 Feb; 21(2):316-23.C
Abstract
A new catalytic system, generated from the readily available and inexpensive beta-sulfonamide alcohol L*, Ti(O(i)Pr)(4), Et(2)Zn, and tertiary amine base (R(3)N), effectively catalyzes the enantioselective addition of various terminal alkynes including some quite challenging alkynes to aldehydes in good yields and excellent enantioselectivities. Up to 96% yield and >99% enantioselectivity were achieved with the use of N,N-diisoproylethylamine (DIPEA) as an additive in this asymmetric addition.
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MeSH
Pub Type(s)
Journal Article
Research Support, Non-U.S. Gov't
Language
eng
PubMed ID
18537166
Citation
Qiu, Li, et al. "Highly Enantioselective Addition of Terminal Alkynes to Aldehydes Catalyzed By a New Chiral Beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N Catalyst System." Chirality, vol. 21, no. 2, 2009, pp. 316-23.
Qiu L, Wang Q, Lin L, et al. Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system. Chirality. 2009;21(2):316-23.
Qiu, L., Wang, Q., Lin, L., Liu, X., Jiang, X., Zhao, Q., Hu, G., & Wang, R. (2009). Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system. Chirality, 21(2), 316-23. https://doi.org/10.1002/chir.20583
Qiu L, et al. Highly Enantioselective Addition of Terminal Alkynes to Aldehydes Catalyzed By a New Chiral Beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N Catalyst System. Chirality. 2009;21(2):316-23. PubMed PMID: 18537166.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system.
AU - Qiu,Li,
AU - Wang,Quan,
AU - Lin,Li,
AU - Liu,Xiaodong,
AU - Jiang,Xianxing,
AU - Zhao,Qingyang,
AU - Hu,Guowen,
AU - Wang,Rui,
PY - 2008/6/10/pubmed
PY - 2009/2/20/medline
PY - 2008/6/10/entrez
SP - 316
EP - 23
JF - Chirality
JO - Chirality
VL - 21
IS - 2
N2 - A new catalytic system, generated from the readily available and inexpensive beta-sulfonamide alcohol L*, Ti(O(i)Pr)(4), Et(2)Zn, and tertiary amine base (R(3)N), effectively catalyzes the enantioselective addition of various terminal alkynes including some quite challenging alkynes to aldehydes in good yields and excellent enantioselectivities. Up to 96% yield and >99% enantioselectivity were achieved with the use of N,N-diisoproylethylamine (DIPEA) as an additive in this asymmetric addition.
SN - 1520-636X
UR - https://www.unboundmedicine.com/medline/citation/18537166/Highly_enantioselective_addition_of_terminal_alkynes_to_aldehydes_catalyzed_by_a_new_chiral_beta_sulfonamide_alcohol/Ti_OiPr_4/Et2Zn/R3N_catalyst_system_
L2 - https://doi.org/10.1002/chir.20583
DB - PRIME
DP - Unbound Medicine
ER -