Helvetica chimica acta

Enantioselektive α??Alkylierung von Asparagin??und Glutaminsäure über die Dilithium??enolatocarboxylate von 2??[3??Benzoyl??2??(tert??butyl)??1??methyl??5?? …

JD Aebi, D Seebach

Index: Aebi, Johannes D.; Seebach, Dieter Helvetica Chimica Acta, 1985 , vol. 68, p. 1507 - 1518

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Citation Number: 58

Abstract

The pure methyl esters 10 of the heterocyclic carboxylic acids specified in the title were prepared in several steps by known methods from aspartic and glutamic acid, with overall yields of cn. 20%. The corresponding heterocyclic acids 11 were doubly deprotonated by LiNEt2/BuLi or LiN (i-Pr),/BuLi to give enolatocarboxylates (3). The latter were reacted with electrophiles (MeOD, MeI, C6H, CH2Br) to give the crystalline products 1&21 ...

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