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A Temperature‐Guided Diastereoselectivity Switch During the Desymmetrization of meso ‐7‐Azabicyclo[2.2.1]heptadiene: New Strategy towards the Synthesis of Aminocyclitols
Author(s) -
Pandey Ganesh,
Rajender Salla
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100418
Subject(s) - desymmetrization , enantiomer , scheme (mathematics) , chemistry , bicyclic molecule , stereochemistry , computer science , organic chemistry , mathematics , enantioselective synthesis , mathematical analysis , catalysis
Strike while the iron is hot : A temperature‐guided diastereoselectivity switch has been observed in the desymmetrization of meso‐ 7‐azabicyclic alkadiene. Both enantiomeric forms of this bicyclic structural framework are formed by using either of the enantiomers of hydrobenzoin (see scheme; Boc= tert ‐butyloxycarbonyl).