Syntheses of oxazabicycle library via one-pot tandem reactions.
A practical protocol for the preparation of a parallel solution-phase library of oxazabicycle is reported. Target compounds were obtained in moderate to good yields by a Yb(OTf)3-catalyzed one-pot tandem reaction from various anisidines, aromatic aldehydes, isobutyraldehyde, and 4-hydroxycoumarins/dimedone. Purification of the final products by either recrystallization in ethyl acetate/methylene chloride or column chromatography allowed easy isolation of the 18 components of the array.
Lai
Jiun-Ting
JT
Department of Chemistry and Center for Nanoscience and Technology, Tunghai University, Taichung 407, Tawain, Republic of China.
Shieh
Pei-Shan
PS
Huang
Wei-Hao
WH
Yang
Ding-Yah
DY
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D003460:Crystallization; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D015018:Ytterbium / Q000737:chemistry
D019086:Bridged Bicyclo Compounds, Heterocyclic; D009942:Organometallic Compounds; D010078:Oxazines; D015018:Ytterbium