Me 2 (CH 2 Cl)SiCF 3 Facilitated Tandem Synthesis of Oxasilacycles Featuring a Trifluoromethyl Group.

Autor:	Lei CW; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang, 550025, China., Wang XY; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang, 550025, China., Mu BS; Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development; Shanghai Key Laboratory of Green Chemistry and Chemical Process, East China Normal University, Shanghai 200062, China., Yu JS; Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development; Shanghai Key Laboratory of Green Chemistry and Chemical Process, East China Normal University, Shanghai 200062, China., Zhou Y; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang, 550025, China., Zhou J; College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang, 550025, China.; Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development; Shanghai Key Laboratory of Green Chemistry and Chemical Process, East China Normal University, Shanghai 200062, China.; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032, China.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2022 Nov 18; Vol. 24 (45), pp. 8364-8369. Date of Electronic Publication: 2022 Nov 01.
DOI:	10.1021/acs.orglett.2c03393
Abstrakt:	An unprecedented tandem trifluoromethylsilylation/intramolecular S N 2 substitution sequence was realized by using bifunctional reagent Me 2 (CH 2 Cl)SiCF 3 , allowing efficient construction of valuable trifluoromethylated oxasilacyclohexanes that are difficult to access by known methods. Initial attempts into developing asymmetric variant reveal that using cinchonine-derived dimeric PTC catalyst could afford chiral oxasilacyclohexanes in up to 92% enantiomeric excess.
Databáze:	MEDLINE
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