171897-02-2Relevant academic research and scientific papers
A stereodivergent synthesis of 3,4-disubstituted-2-azetidinones
Collis, Maree P.,Perlmutter, Patrick
, p. 2117 - 2134 (2007/10/03)
The synthesis of a new aminolactone 1, using a highly diastereoselective conjugate addition of benzylamine to the unsaturated lactone 6 derived from D-mannitol, is described. The enantiospecific transformation of this aminolactone into either cis- or tran
(4S,5S)-4-benzylamino-5-[((terf-butyl)diphenylsilyl)oxymethyl]-dihydro- 2(3H)-furanone. A new intermediate for the enantiospecific synthesis of β-aminoesters and β-lactams
Collis, Maree P.,Hockless, David C. R.,Perlmutter, Patrick
, p. 7133 - 7136 (2007/10/02)
Conjugate addition of benzylamine to (S)-5-hydroxymethyl-2(5H)-furanone generated the new aminolactone (2b) as a single diastereomer. The C4/C5 trans relationship was confirmed by X-ray crystal structure determination of the corresponding t-butyldiphenylsilyl ether. Elaboration of aminolactone (2b) to β-aminoesters and β-lactams is also described.
