An improved chiral auxiliary for the allene ether version of the Nazarov cyclization.
Alpha-2-deoxy-D-glucose derived ether 14 is a superior reagent for the allene ether version of the Nazarov cyclization. Enantiomeric excesses of products derived from trisubstituted morpholino enamides varied between 85% and 93% ee. [structure: see text]
delos Santos
Derrick B
DB
Department of Chemistry, 2545 The Mall, University of Hawaii, Honolulu, HI 96822, USA.
Banaag
April R
AR
Tius
Marcus A
MA
D000466:Alkadienes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry; D003500:Cyclization; D003847:Deoxyglucose / Q000737:chemistry; D004987:Ethers / Q000737:chemistry*; D015394:Molecular Structure; D009025:Morpholines / Q000737:chemistry; D013237:Stereoisomerism
D000466:Alkadienes; D000577:Amides; D004987:Ethers; D009025:Morpholines; C025947:propadiene; D003847:Deoxyglucose