AcOCH2C≡CCH2OAc (I) reacts with RCu.MgBrCl.LiBr [II, R = Pr, Me(CH2)4, (S)-EtMeCHCH2], prepd. by reaction of RMgCl with CuBr and LiBr, to form allenes CH2:C:CRCH2OAc (III) and butadienes H2C:CRCR:CH2, in yields depending on the I:II ratio. III react with other II to give unsym. butadienes. Mechanisms are proposed to account for the products.
Synthesis of 1-acetoxy-2-alkyl-2,3-butadienes and/or 2,3-dialkyl-1,3-butadienes from 1,4-diacetoxy-2-butyne and alkyl heterocuprates
CARPITA, ADRIANO;ROSSI, RENZO
1982-01-01
Abstract
AcOCH2C≡CCH2OAc (I) reacts with RCu.MgBrCl.LiBr [II, R = Pr, Me(CH2)4, (S)-EtMeCHCH2], prepd. by reaction of RMgCl with CuBr and LiBr, to form allenes CH2:C:CRCH2OAc (III) and butadienes H2C:CRCR:CH2, in yields depending on the I:II ratio. III react with other II to give unsym. butadienes. Mechanisms are proposed to account for the products.File in questo prodotto:
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