87666-33-9Relevant articles and documents
Stereoselective coupling reaction of (2Z)-β-arylselenocinnamic esters with Grignard reagents in presence of CuI
Huang, Xian,Zhao, Chang-Qiu
, p. 3491 - 3495 (1997)
Stereoselective synthesis of trisubstituted alkenes linked with ester groups via coupling reaction of (2Z)-β-arylselenocinnamic esters with Grignard reagents in presence of Equal molar quantities of CuI was reported.
Copper(i)-catalysed asymmetric allylic reductions with hydrosilanes
Thanh Nguyen,Thiel, Niklas O.,Teichert, Johannes F.
supporting information, p. 11686 - 11689 (2017/11/03)
A copper(i)-catalysed asymmetric allylic reduction enables a regio- and stereoselective transfer of a hydride nucleophile in an SN2′-fashion onto allylic bromides. This transformation represents a conceptually orthogonal approach to allylic substitution reactions with carbon nucleophiles. A copper(i) complex based upon a chiral N-heterocyclic carbene (NHC) ligand allows for stereoselectivity reaching 99% ee. The catalyst enables a stereoconvergent reaction irrespective of the double bond configuration of the starting materials.
Improved catalysts for the iridium-catalyzed asymmetric isomerization of primary allylic alcohols based on charton analysis
Mantilli, Luca,Gerard, David,Torche, Sonya,Besnard, Celine,Mazet, Clement
supporting information; experimental part, p. 12736 - 12745 (2011/02/21)
An improved generation of chiral cationic iridium catalysts for the asymmetric isomerization of primary allylic alcohols is disclosed. The design of these air-stable complexes relied on the preliminary mechanistic information available, and on Charton analyses using two preceding generations of iridium catalysts developed for this highly challenging transformation. Sterically unbiased chiral aldehydes that were not accessible previously have been obtained with high levels of enantioselectivity, thus validating the initial hypothesis regarding the selected ligand-design elements. A rationale for the high enantioselectivities achieved in most cases is also presented. Achieving enantioselectivity: An improved generation of chiral cationic iridium catalysts for the asymmetric isomerization of primary allylic alcohols is disclosed. The design of these air-stable complexes relies on preliminary mechanistic information and on Charton analyses using two preceding generations of iridium catalysts developed for this highly challenging transformation (see figure).
