Gracias V, Milligan GL, Aube J (1995) Efficient nitrogen ring-expansion process facilitated by in situ hemiketal formation. An asymmetric Schmidt reaction. J Am Chem Soc 117:8047–8048Gracias, et al., " Efficient Nitrogen Ring-Expansion Process Facilitated by in Situ Hemiketal Formation ", J...
Presents a strategy for the multifunctional lactam synthesis using chiral azido alcohols to yield examples of an asymmetric Schmidt reaction. Previously reported intermolecular version of the Schmidt reaction; Problems involved in the process; Suggestion of an alternative approach; Lewis acids found effectiv...
No asymmetric synthesis of 2-hydroxy-but-3-enal or derivatives was known. * The Evans reaction, involving β,γ-unsaturated oxazolidinones and β,γ-unsaturated aldehydes was unprecedented (but, according to the literature, Evans aldolizations of α-alkoxyaldehydes worked well).16 * There was ...
Another noteworthy strategy to obtain asymmetric curcumin derivatives containing cyclic or heterocyclic ketone spacers is the Stork enamine reaction, followed by condensation. Generally, this reaction involves three steps: (i) enamine formation with the ketone group, (ii) enamine addition to aldehydes, ...
Compared with the conventional Diels–Alder reaction, the development of selective cross-Diels–Alder reactions between two different conjugated dienes, especially in a catalytic asymmetric manner, has been neglected. We now report a peri- and enantioselective cross-Diels–Alder reaction of 3-alkoxycarbo...
The crystals belong to space group P3112 with four 32D6-Fab/HA1 complexes packed into an asymmetric unit (Fig. S1). In the complex structure, one Fab is bound to the top of each globular HA1 domain (Fig. 3a). The model of the 32D6-Fab comprises the heavy chain (residues 1–230...
Renehan M F, Schanz H J, McGarrigle E M, Dalton C T, Daly A M and Gilheany D G 2005 Unsymmetrical chiral salen Schiff-base ligands: Synthesis and use in metal–based asymmetric epoxidation reactions J. Mol. Catal. A: Chem. 231 205 Article CAS Google Scholar Kim G J and Shin J...
atop the boxplots. Black points representing mice, horizontal line representing mean, yellow dots presenting median, the top and bottom of the box are the lower and upper quartile.Abbreviations: ADMA: asymmetric dimethylarginine; SDMA: symmetric dimethylarginine; SAM: S-adenosylmethionine...
In 2000, Aubé and coworkers reported an asymmetric total synthesis of (+)-aspidospermidine (3) highlighting the use of a selective intramolecular Schmidt reaction to access a key tricyclic lactam en route to Stork tricyclic ketone (144).97,98 This synthesis is also among the early examples ...
310,311 With bridged bicyclic ketones, the regioselectivity of the migration is opposite to the direction of the Beckmann reaction.311,312 The Schmidt reaction has been applied to asymmetric synthesis starting from optically active α,α-dialkylated β-keto esters. High chemical and optical yields ...