Tags

Type your tag names separated by a space and hit enter

Room temperature asymmetric allylic trifluoromethylation of Morita-Baylis-Hillman carbonates.
Org Lett. 2011 Nov 18; 13(22):6082-5.OL

Abstract

(DHQD)(2)PHAL-catalyzed asymmetric allylic trifluoromethylation of Morita-Baylis-Hillman adducts using a Rupert-Prakash reagent is reported. This transformation provided the S(N)2' trifluoromethylated products with good yields and excellent enantioselectivities at room temperature. It was also found that the reaction could be accelerated using acetonitrile as cosolvent.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Li Y
China Novartis Institutes for BioMedical Research Co. Ltd., Building 8, lane 898 Halei road, Shanghai 201203, China.
Liang F
No affiliation info available
Li Q
No affiliation info available
Xu YC
No affiliation info available
Wang QR
No affiliation info available
Jiang L
No affiliation info available

MeSH

CarbonatesCatalysisFluorine CompoundsMethylationMolecular StructureStereoisomerismTemperature

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22026513

Citation

Li, Yun, et al. "Room Temperature Asymmetric Allylic Trifluoromethylation of Morita-Baylis-Hillman Carbonates." Organic Letters, vol. 13, no. 22, 2011, pp. 6082-5.
Li Y, Liang F, Li Q, et al. Room temperature asymmetric allylic trifluoromethylation of Morita-Baylis-Hillman carbonates. Org Lett. 2011;13(22):6082-5.
Li, Y., Liang, F., Li, Q., Xu, Y. C., Wang, Q. R., & Jiang, L. (2011). Room temperature asymmetric allylic trifluoromethylation of Morita-Baylis-Hillman carbonates. Organic Letters, 13(22), 6082-5. https://doi.org/10.1021/ol202572u
Li Y, et al. Room Temperature Asymmetric Allylic Trifluoromethylation of Morita-Baylis-Hillman Carbonates. Org Lett. 2011 Nov 18;13(22):6082-5. PubMed PMID: 22026513.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Room temperature asymmetric allylic trifluoromethylation of Morita-Baylis-Hillman carbonates. AU - Li,Yun, AU - Liang,Fang, AU - Li,Qian, AU - Xu,Yao-chang, AU - Wang,Quan-Rui, AU - Jiang,Lei, Y1 - 2011/10/25/ PY - 2011/10/27/entrez PY - 2011/10/27/pubmed PY - 2012/2/22/medline SP - 6082 EP - 5 JF - Organic letters JO - Org Lett VL - 13 IS - 22 N2 - (DHQD)(2)PHAL-catalyzed asymmetric allylic trifluoromethylation of Morita-Baylis-Hillman adducts using a Rupert-Prakash reagent is reported. This transformation provided the S(N)2' trifluoromethylated products with good yields and excellent enantioselectivities at room temperature. It was also found that the reaction could be accelerated using acetonitrile as cosolvent. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/22026513/Room_temperature_asymmetric_allylic_trifluoromethylation_of_Morita_Baylis_Hillman_carbonates_ L2 - https://doi.org/10.1021/ol202572u DB - PRIME DP - Unbound Medicine ER -