Amat Mercedes, Cantó Margalida, Llor Núria, Bosch Joan
Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, 08028-Barcelona, Spain.
Chem Commun (Camb). 2002 Mar 7(5):526-7. doi: 10.1039/b200020m.
Cyclodehydration of achiral or racemic aryl-delta-oxoacids with (R)-phenylglycinol stereoselectively affords chiral non-racemic bicyclic lactams, from which the enantiodivergent synthesis of (R)- and (S)-2-phenylpiperidine, the diastereodivergent synthesis of cis- and trans-3-ethyl-2-phenylpiperidine, and the enantioselective synthesis of the piperidine alkaloid (-)-anabasine is reported.
用(R)-苯甘醇对手性或外消旋芳基-δ-氧代酸进行环脱水反应，可立体选择性地得到手性非外消旋双环内酰胺，据此报道了(R)-和(S)-2-苯基哌啶的对映发散合成、顺式和反式-3-乙基-2-苯基哌啶的非对映发散合成以及哌啶生物碱(-)-毒藜碱的对映选择性合成。
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