Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. Product Details of 16251-45-9. Introducing a new discovery about 16251-45-9, Name is (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one
Addition to activated imines of enolates from chiral N-acyloxazolidinones
The lithium and titanium enolates of N-acyloxazolidinones 1a-c add in their chelated forms to PhCH=NTs, to give stereoselectively the beta-amino acid derivatives 3a-c and 4a-c. The relative configurations of the newly created chiral centres were established by conversion to the trans (8a-c) or cis (9a, c) beta-lactams. Absolute stereochemistry was assigned by correlation with known compounds 10a and ent-11a, together with an X-ray crystal structure determination on 9a. The use of the lithium enolate of 1a at -78C gave only a 1.4:1 ratio of anti product 3a to syn product 4a, but this ratio was improved to >5:1 by the use of the chlorotitanium enolate of 1a at-55C or below. Similar results were obtained by using the chlorotitanium enolate of 1b, but for the chlorotitanium enolate of the N-(phenylacetyl)oxazolidinone 1c the proportion of syn product 4c to anti product was significantly greater, consistent with a kinetically controlled reaction involving the si face of the chelated (Z)-enolate and the competing alternative transition states TS3 (reaction on si face of imine) and TS7 (reaction on re face of imine).
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Product Details of 16251-45-9, you can also check out more blogs about16251-45-9
Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2135NO – PubChem