N-(1'-Benzotriazolylmethyl)-5-phenylmorpholin-2-one: A stable crystalline chiral azomethine ylid precursor
The crystalline adduct of (5S)-5-phenylmorpholin-2-one with formaldehyde and benzotriazole on treatment with acid generates an azomethine ylid which may be trapped with a range of dipolarophiles in yields superior to those using in situ generation methodology.
Aldous,Hamelin,Harwood,Thurairatnam
p. 1841 - 1842
(2007/10/03)
Carbamate derived stable precursors for generating chiral azomethine ylids under mild conditions.
We describe the evolution of stable azomethine ylid precursors which avoid the need for an aldehyde in the ylid generation step. tert-Butyl carbamate derivative (16) demonstrates comparable efficiency to the standard method of ylid generation and trapping, but permits use of milder conditions.
Alker, David,Harwood, Laurence M.,Williams, C. Eleri
p. 12671 - 12678
(2007/10/03)
Development of a chiral stabilised azomethine ylid. A chiral relay system
The chiral, stabilised azomethine ylids (2) derived from (R)-2-phenylglycinol has been demonstrated to undergo enantioselective 1,3-dipolar cycloaddition reactions with a range of alkene and alkyne dipolarophiles.
Anslow,Harwood,Phillips,Watkin
p. 169 - 172
(2007/10/02)
Development of chiral stabilised azomethine ylids: A chiral memory relay system
Chiral, stabilised azomethine ylids incorporated in cyclic templates derived from (R)- or (S)-2-phenylglycinol and (S)-valine undergo enantioselective 1,3-dipolar cycloaddition reactions with a variety of dipolarophiles. Removal of the template in the cas
Anslow,Harwood,Phillips,Watkin,Wong
p. 1343 - 1358
(2007/10/02)
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