Hydroxyl-directed nitrile oxide cycloaddition reactions with cyclic allylic alcohols.
Diastereoselective cycloaddition reactions between a nitrile oxide and cyclic allylic alcohols are reported. The products isolated are densely functionalized building blocks that are not otherwise easily accessed with existing methods and concepts previously established for the construction of acyclic polyketides.
Becker
Nina
N
Laboratorium für Organische Chemie, ETH Zurich, CH-8093 Zürich, Switzerland.
Carreira
Erick M
EM
D003500:Cyclization; D006859:Hydrogen / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure; D009573:Nitrites / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry; D010087:Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D020005:Propanols / Q000737:chemistry*
D009573:Nitrites; D010080:Oxazoles; D010087:Oxides; D020005:Propanols; C064210:oxazolidine; C006463:allyl alcohol; D006859:Hydrogen