Regioselective 1,4-trifluoromethylation of alpha,beta-enones using `protect-in-situ' methodology / Sevenard DV,Sosnovskikh VY,Kolomeitsev AA,Konigsmann MH,Roschenthaler GV // TETRAHEDRON LETTERS. - 2003. - V. 44, l. 41. - P. 7623-7627.

ISSN/EISSN:

0040-4039 / нет данных

Type:

Article

Abstract:

In a convenient and efficient procedure, the nucleophilic 1,4-trifluoromethylation of several alpha,beta-enones using (trifluoromethyl)trimethylsilane was achieved. The high regioselectivity of the reaction has been reached by blocking the carbonyl moiety of the electrophile with a bulky aluminum-centered Lewis acid. (C) 2003 Elsevier Ltd. All rights reserved.

Author keywords:

nucleophilic addition; (trifluoromethyl)trimethylsilane; trifluoromethylation; regioselectivity SELECTIVE ORGANIC-SYNTHESIS; LEWIS-ACID CATALYSTS; NUCLEOPHILIC TRIFLUOROMETHYLATION; CARBONYL-COMPOUNDS; ETHYL BROMODIFLUOROACETATE; ALLYLIC ALCOHOLS; COPPER-POWDER; REAGENTS; (TRIFLUOROMETHYL)TRIMETHYLSILANE; TRIFLUOROMETHYLTRIMETHYLSILANE

DOI:

10.1016/j.tetlet.2003.08.050

Web of Science ID:

ISI:000185586100014

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	OCT 6
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	SELECTIVE ORGANIC-SYNTHESIS; LEWIS-ACID CATALYSTS; NUCLEOPHILIC TRIFLUOROMETHYLATION; CARBONYL-COMPOUNDS; ETHYL BROMODIFLUOROACETATE; ALLYLIC ALCOHOLS; COPPER-POWDER; REAGENTS; (TRIFLUOROMETHYL)TRIMETHYLSILANE; TRIFLUOROMETHYLTRIMETHYLSILANE
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	sevenard@chemie.uni-bremen.de
Number-of-Cited-References	40
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	12
Journal-ISO	Tetrahedron Lett.
Doc-Delivery-Number	726ET