01321nas a2200241 4500008004100000022001400041245014500055210006900200260007500269300001400344490000700358520038600365653001900751653001600770653002200786653002100808653001600829100002400845700002500869700002300894700003100917856013100948 2007 eng d a0039-788100a4-Formylazetidin-2-one as a useful building block for the formal synthesis of xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine0 a4Formylazetidin2one as a useful building block for the formal sy aRUDIGERSTR 14, D-70469 STUTTGART, GERMANYbGEORG THIEME VERLAG KGcSEP a2631-26360 v173 a
Stereoselective formal synthesis of xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine is described starting from an enantiopure formyl-substituted P-lactam. Grignard reaction of the N-Boc-protected-beta-lactam carbonyl group, followed by further transformations, provides a common intermediate for xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine.
10aazetidin-2-one10abeta-lactam10aGrignard reaction10aPhytosphingosine10aSphingosine1 aKale, Ajaykumar, S.1 aSakle, Prathmesh, S.1 aGumaste, Vikas, K.1 aDeshmukh, Abdul, Rakeeb A. uhttp://library.ncl.res.in/content/4-formylazetidin-2-one-useful-building-block-formal-synthesis-xylo-2s3r4r-phytosphingosine-0