319002-32-9

Upstream product

• 420115-33-9 (2R,4R)-3-tert-butoxycarbonyl-2-[(1S)-1-hydroxy-3-trimethylsilylprop-2-ynyl]-4-phenyl-1,3-oxazolidine 
• 164530-43-2 Weinreb amide 
• 54655-07-1 lithium trimethylsilylacetylenide 

Relevant academic research and scientific papers

Claisen rearrangement of allylic alcohols prepared through N-Boc-2-acyloxazolidine methodology. Application to the synthesis of trisubstituted cyclopropanes

Stereodefined allylic alcohols prepared from a (R)-phenylglycinol-derived Weinreb amide undergo a Claisen rearrangement with a high level of stereocontrol. The produced N-Boc-2-alcenyloxazolidines can be either hydrolyzed to afford enantiomerically enriched enals or further epoxidized using a two-step sequence. The resulting epoxyoxazolidines can then be transformed into trisubstituted cyclopropanes. (C) 2000 Elsevier Science Ltd.