Synthesis of the novel chiral 1,3-amino alcohol 8-N,N-bis(ferrocenylmethyl)amino-menthol and its use as catalyst in the enantioselective addition of diethylzinc to aldehydes

Three asymmetric guanidinato metal complexes: Synthesis, crystal structures and their use as pre-catalysts in the Meerwein–Ponndorf–Verley reduction

“…Although they may be produced by oxidation of olefins [27] or alkylation of aldehydes [28], a more general route is the reduction of unsaturated carbonyls. The MPV is a hydrogen transfer reaction which can reduce unsaturated aldehydes or ketones to alcohols by virtue of its being highly selective towards C@O groups, while the double bond remains unreacted [29].…”

Bidentate N, O-aluminum complexes: Synthesis, characterization and catalytic study for MPV reduction reactions

“…Deprotonation of L 1 H and L 2 H by equivalent of AlMe 3 in hexane with the releasing of methane gave the four-coordinated aluminumedialkyl complexes (1) and (2) in almost quantitative yields, respectively. Accordingly, treatment of L 1 H or L 2 H with 0.5 equivalent of AlMe 3 in hexane generated the five-coordinated aluminumemonoalkyl complexes (3) and (4) in good yields, respectively (Scheme 1).…”

“…They can be produced by alkylation of aldehydes [2] or by oxidation of olefins [3], but a general route is the selective reduction of carbonyls to alcohols. MeerweinePonndorfeVerley (MPV) reduction appears to be one of the potential answers because of its characteristic features, i.e., high chemoselectivity, mild reaction conditions, simple and safe operations, and the low cost and toxicity of reagents [4].…”

Synthesis of alicyclic N‐substituted 1,3‐amino alcohols via 1,3‐oxazines

“…Since 1,3-amino alcohols are convenient starting materials for the synthesis of various 1,3-heterocycles [1][2][3][4], the simple and economic preparation of these compounds is a key factor. Additionally, enantiopure 1,3-amino alcohols may serve as excellent chiral auxiliaries in enantioselective transformations [5][6][7]. Although, 1,2-amino alcohols have been thoroughly investigated [8], methods for the preparation and transformation of 1,3-amino alcohols are still undergoing development [9][10][11][12][13].…”