(1E,3E)-4-acetoxy-1-phenyldimethylsilyl-1,3-butadiene as a surrogate for (1E,3E)-1,4-diacetoxy-1,3-butadiene: A highly coefficient synthesis of (±)-shikimic acid

DOI: 10.1016/S0040-4039(00)98012-2

Source and publish data:

Tetrahedron Letters p. 5997 - 6000 (1990)

Update date:2022-09-26

Topics:

Authors:

Koreeda Koreeda

Teng Teng

Murata Murata

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Article abstract of DOI:10.1016/S0040-4039(00)98012-2

The 5-step synthesis of (±)-shikimic acid has been achieved in 55% overall yield from (1E,3E)-4-acetoxy-1-phenyldimethylsilyl-1,3-butadiene, starting with its Diels-Alder reaction with 2-(trimethylsilyl)ethyl acrylate and featuring the use of Fleming's on

Full text of DOI:10.1016/S0040-4039(00)98012-2

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