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Synthesis 2008(4): 589-593
DOI: 10.1055/s-2008-1032145
DOI: 10.1055/s-2008-1032145
PAPER
© Georg Thieme Verlag Stuttgart · New York
DBU/Et3N-Mediated Sequential Homoaldol-Lactonization-Alkylation Reactions of Ethyl Pyruvate: One-Pot Synthesis of O-Protected Isotetronic Acids
Further Information
Received
18 October 2007
Publication Date:
31 January 2008 (online)
Publication History
Publication Date:
31 January 2008 (online)
Abstract
The sequential homoaldol-lactonization-alkylation/acylation reactions of ethyl pyruvate with a variety of halides were achieved by using DBU along with Et3N as the base. The protocol provides an expedient one-pot synthesis of O-protected isotetronic acid derivatives. The high-yielding synthesis of an unprotected isotetronic acid is also described.
Key words
pyruvate - aldol reactions - one-pot reactions - isotetronic acids
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