112018-78-7Relevant articles and documents
Guanidine–Copper Complex Catalyzed Allylic Borylation for the Enantioconvergent Synthesis of Tertiary Cyclic Allylboronates
Ge, Yicen,Cui, Xi-Yang,Tan, Siu Min,Jiang, Huan,Ren, Jingyun,Lee, Nicholas,Lee, Richmond,Tan, Choon-Hong
supporting information, p. 2382 - 2386 (2019/02/01)
An enantioconvergent synthesis of chiral cyclic allylboronates from racemic allylic bromides was achieved by using a guanidine–copper catalyst. The allylboronates were obtained with high γ/α regioselectivities (up to 99:1) and enantioselectivities (up to 99 % ee), and could be further transformed into diverse functionalized allylic compounds without erosion of optical purity. Experimental and DFT mechanistic studies support an SN2′ borylation process catalyzed by a monodentate guanidine–copper(I) complex that proceeds through a special direct enantioconvergent transformation mechanism.
New and highly enantioselective catalysts for the rearrangement of meso- epoxides into chiral allylic alcohols [1]
Sodergren,Andersson
, p. 10760 - 10761 (2007/10/03)
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Catalytic enantioselective deprotonation of meso-epoxides utilising homochiral bis-lithium amide bases
Tierney, Jason P.,Alexakis, Alexandre,Mangeney, Pierre
, p. 1019 - 1022 (2007/10/03)
(R)-2-Cyclohexen-1 ol and (R)-2-cyclooctene-1-ol have been prepared in very good ee using R,R-homochiral bis-lithium amide bases derived from homochiral C2 symmetric diamines. (R)-2-Cyclohexen-1-ol has been synthesized in good ee utilising catalytic homochiral bis-lithium amide in the presence of n-butyl lithium.
