169331-38-8Relevant articles and documents
ASYMMETRIC SYNTHESIS OF ORGANIC COMPOUNDS
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Paragraph 0167-0168; 0171, (2014/10/16)
The present invention provides processes for the production of chiral compounds in a stereoisomeric excess. The present processes involve reacting a hydrometallated alkene compound with a compound comprising a conjugated-bond system under conditions such
Catalytic asymmetric carbon-carbon bond formation using alkenes as alkylmetal equivalents
Maksymowicz, Rebecca M.,Roth, Philippe M. C.,Fletcher, Stephen P.
scheme or table, p. 649 - 654 (2012/09/08)
Catalytic asymmetric conjugate addition reactions with organometallic reagents are powerful reactions in synthetic chemistry. Procedures that use non-stabilized carbanions have been developed extensively, but these suffer from a number of limitations that prevent their use in many situations. Here, we report that alkylmetal species generated in situ from alkenes can be used in highly enantioselective 1,4-addition initiated by a copper catalyst. Using alkenes as starting materials is desirable because they are readily available and have favourable properties when compared to pre-made organometallics. High levels of enantioselectivity are observed at room temperature in a range of solvents, and the reaction tolerates functional groups that are not compatible with comparable methods-a necessary prerequisite for efficient and protecting-group-free strategies for synthesis.
Catalytic asymmetric conjugate addition of Grignard reagents mediated by copper(I)-chiral bidentate phosphine complex
Kanai, Motomu,Tomioka, Kiyoshi
, p. 4275 - 4278 (2007/10/02)
A catalytic amount of a chiral phosphine I-copper iodide complex catalyzes the conjugate addition of organomagnesium chlorides to cycloalkenones and pentenolide to give the corresponding addition products in 94-72% ee.