| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1347068 | Tetrahedron: Asymmetry | 2009 | 6 Pages |
Pd(II)-coordinated phosphinous acids catalyzed the formal enantioselective [2+1] cycloaddition of norbornene derivatives with terminal alkynes. The absolute configuration of (+)-3aa was assigned using VCD.
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(2R,4S)-(−)-(Z)-3-Benzylidenetricyclo[3.2.1.02,4]oct-6-eneC15H14Ee = 97% (by chiral HPLC)[α]D20=-136.7 (c 0.21, CHCl3)Source of chirality: semi-preparative chiral HPLC separationAbsolute configuration: (2R,4S)
(−)-3-p-Methoxybenzylidenetricyclo[3.2.1.02,4]oct-6-eneC16H16OEe = 60% (by chiral HPLC)[α]D20=-83.6 (c 0.5, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown
(−)-3-Cyclohex-1-enylmethylene-tricyclo[3.2.1.02,4]oct-6-eneC15H18Ee = 95% (by chiral HPLC)[α]D20=-34.3 (c 0.3, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown
(−)-3-Benzylidenetricyclo[3.2.1.02,4]octaneC15H16Ee = 46% (by chiral HPLC)[α]D20=-63.3 (c 0.175, CDCl3)Source of chirality: chiral catalystAbsolute configuration: unknown
(+)-10-Benzylidenetetracyclo[6.3.1.02,7.09,11]dodeca-2,4,6-trieneC19H16Ee = 67% (by chiral HPLC)[α]D20=+66.4 (c 0.51, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown
(+)-10-Cyclohex-1-enylmethylenetetracyclo[6.3.1.02,7.09,11]dodeca-2,4,6-trieneC19H20Ee = 72% (by chiral HPLC)[α]D20=+46.0 (c 0.52, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown
