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Journal ArticleDOI

Diastereoselective Ireland-Claisen rearrangement of allylic alcohols

Jin K. Cha, +1 more
- 01 Jan 1984 - 
- Vol. 25, Iss: 46, pp 5263-5266
TLDR
In this paper, the Ireland-Claisen rearrangement of allylic glycolate esters is described in which the stereocontrol of the prochiral sp 2 sites is achieved by the allylic oxygen substitutent.
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This article is published in Tetrahedron Letters.The article was published on 1984-01-01. It has received 47 citations till now. The article focuses on the topics: Claisen rearrangement & Ireland–Claisen rearrangement.

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Journal ArticleDOI

Selective Synthesis by Use of Lewis Acids in the Presence of Organocopper and Related Reagents. New Synthetic Methods (61)

TL;DR: In this paper, it was shown that the two species cannot coexist and undergo transmetalation reactions at low temperature, but they exhibit new and unique reactivities and selectivities: in conjugate additions, e.g., not only activation but also high regio-, stereo-, and chemo-selectivity as well as very high asymmetric induction.
Book ChapterDOI

7.2 – Claisen Rearrangements

TL;DR: In this paper, a survey of variants of the Claisen rearrangement that are of general use in stereoselective organic synthesis is presented, highlighting the influence of steric and electronic parameters on transition state geometries.
Reference EntryDOI

Organocopper Reagents: Substitution, Conjugate Addition, Carbo/Metallocupration, and Other Reactions

TL;DR: In this paper, two reviews were contributed to the Organic Reactions series covering substitution and conjugate addition reactions in organocopper chemistry, and many solutions to this problem now exist.
References
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