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Chem."],"accepted":{"date-parts":[[2021,4,22]]},"abstract":"<jats:p>\n                    A library of pinane-based 2-amino-1,3-diols was synthesised in a stereoselective manner. Isopinocarveol prepared from (\u2212)-\u03b1-pinene was converted into condensed oxazolidin-2-one in two steps by carbamate formation followed by a stereoselective aminohydroxylation process. The relative stereochemistry of the pinane-fused oxazolidin-2-one was determined by 2D NMR and X-ray spectroscopic techniques. The regioisomeric spiro-oxazolidin-2-one was prepared in a similar way starting from the commercially available (1\n                    <jats:italic>R<\/jats:italic>\n                    )-(\u2212)-myrtenol (\n                    <jats:bold>10<\/jats:bold>\n                    ). The reduction or alkaline hydrolysis of the oxazolidines, followed by reductive alkylation resulted in primary and secondary 2-amino-1,3-diols, which underwent a regioselective ring closure with formaldehyde or benzaldehyde delivering pinane-condensed oxazolidines. During the preparation of 2-phenyliminooxazolidine, an interesting ring\u2013ring tautomerism was observed in CDCl\n                    <jats:sub>3<\/jats:sub>\n                    .\n                  <\/jats:p>","DOI":"10.3762\/bjoc.17.80","type":"journal-article","created":{"date-parts":[[2021,5,3]],"date-time":"2021-05-03T05:33:45Z","timestamp":1620020025000},"page":"983-990","source":"Crossref","is-referenced-by-count":2,"title":["Stereoselective synthesis and transformation of pinane-based 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