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Synlett 2003(5): 0735-0737
DOI: 10.1055/s-2003-38346
DOI: 10.1055/s-2003-38346
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York
Stereoselective Routes to Polyhydroxylated Cyclohexyl-β-amino Acids
Further Information
Received
21 January 2003
Publication Date:
28 March 2003 (online)
Publication History
Publication Date:
28 March 2003 (online)
Abstract
The Diels-Alder adduct of ethyl (E)-3-nitroacrylate and furan provides a common and versatile template for the stereocontrolled synthesis of polyhydroxylated cyclohexane β-amino acids derivatives through a strategy involving face selective oxidation and based induced fragmentation of the oxanorbornene skeleton.
Key words
cyclohexyl β-amino acid - nitroacrylate furan cycloadduct - fragmentation - epoxidation - dihydroxylation
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