1315331-35-1Relevant academic research and scientific papers
Asymmetric Aldol-Tishchenko Reaction of Sulfinimines
Foley, Vera M.,McSweeney, Christina M.,Eccles, Kevin S.,Lawrence, Simon E.,McGlacken, Gerard P.
, p. 5642 - 5645 (2015/12/01)
Methods for the preparation of 1,3-amino alcohols and their derivatives containing two stereogenic centers usually involve a two-step installation of the chiral centers. An aldol-Tishchenko reaction of chiral sulfinimines which involves the first reported reduction of a C=N in this type of reaction is described. Two and even three chiral centers can be installed in one synthetic step, affording anti-1,3-amino alcohols in good diastereo- and enantioselectivity.
A tandem isomerization-Mannich reaction for the enantioselective synthesis of β-amino ketones and β-amino alcohols with applications as key intermediates for ent-nikkomycins and ent-funebrine
Cao, Hai Thuong,Roisnel, Thierry,Valleix, Alain,Gree, Rene
, p. 3430 - 3436 (2011/09/15)
β-Amino ketones, with a primary amino group, are easily obtained in good yields and excellent enantioselectivities through a short sequence that involves, as a key step, a tandem isomerization-Mannich reaction from allylic alcohols with N-tert-butanesulfi
Preparation of anti‐1,3‐amino alcohol derivatives through an asymmetric aldol‐tishchenko reaction of sulfinimines
Mackey, Pamela,Cano, Rafael,Foley, Vera M.,McGlacken, Gerard P.
, (2018/11/27)
Procedures yielding (S)‐2‐Methyl‐N‐(1‐phenylethylidene)propane‐2‐sulfinamide 3 as two fractions of a yellow solid and (1S,3S)‐1‐(((S)‐tert‐butylsulfinyl)amino)‐4‐methyl‐1‐phenylpentan‐3‐yl isobutyrate as a pale yellow oil are presented. A discussion on 1,3‐aminoalcohols as useful synthetic intermediates and building blocks concludes the chapter.
