1380107-36-7Relevant articles and documents
Passerini reactions for the efficient synthesis of 3,3-disubstituted oxetanes
Beasley, Benjamin O.,Clarkson, Guy J.,Shipman, Michael
, p. 2951 - 2953 (2012)
Three-component reactions of oxetan-3-ones with isocyanides and carboxylic acids produce 3,3-disubstituted oxetanes in good yields. Good levels of diastereocontrol (dr = 4:1) can be achieved in these Passerini reactions when the oxetane nucleus possesses a bulky cyclohexyl substituent at C-2. The (2S,3R)-stereochemistry of the major diastereomer was confirmed by X-ray crystallography after ester hydrolysis, and a possible mechanism to account for the diastereofacial selectivity is presented.