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3
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85037496630
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Pertinent reviews for the synthesis of the kainoid amino acids, see: (a) Reference 2
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Pertinent reviews for the synthesis of the kainoid amino acids, see: (a) Reference 2.
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5
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and previous reports
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(c) Molony, M. G. Nat. Prod. Rep. 1999, 16, 485 and previous reports.
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Molony, M.1
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6
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Enantiocontrolled synthesis of (-)-kainic acid reported after ref 3, see: (a) Hanessian, S.; Ninkovic, S. J. Org. Chem 1996, 61, 5418.
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(f) Rubio, A.; Ezquerra, J.; Escribano, A.; Remuinan, M. J.; Vanquero, J. J. Tetrahedron Lett. 1998, 39, 2171.
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19
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85037500501
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note
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Optical purity of the products was determined by HPLC using a column with a chiral stationary phase (CHIRALCEL OD, elution with i-PrOH/hexane 20:80 v/v for 4 and i-PrOH/hexane 10:90 v/v for 2).
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20
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85037505880
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note
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Typical Procedure for the Lipase-Mediated Transesterification. A suspension of (±)-2 (503 mg, 2.16 mmol), vinyl acetate (0.2 mL, 2.16 mmol), and Lipase AK (100 mg) in dichloromethane (10 mL) was stirred at room temperature for 48 h. After filtration through a Celite pad, the filtrate was evaporated under reduced pressure and chromatographed (silica gel, elution with AcOEt/hexane, 1:4 to 1:1 v/v) to give (-)-4 (293 mg, 49%) and (-)-2 (225 mg, 45%).
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22
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0040744387
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Oppolzer, W.; Snieckus, V. Angew. Chem., Int. Ed. Engl. 1978, 17, 476.
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Angew. Chem., Int. Ed. Engl.
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Oppolzer, W.1
Snieckus, V.2
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24
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0028806603
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Addition of sodium hydrogen carbonate was found to suppress decomposition of the substrate, cf. Kamikubo, T.; Ogasawara, K. Chem. Commun. 1995, 1951.
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(1995)
Chem. Commun.
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Kamikubo, T.1
Ogasawara, K.2
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25
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85037511955
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note
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4 357.1939, found 357.1920.
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27
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0001554750
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Murakami, S.; Takemoto, T.; Shimizu, Z. J. Pharm. Soc. Jpn. 1953, 73, 1026.
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J. Pharm. Soc. Jpn.
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Shimizu, Z.3
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