Tetrahedron Letters p. 2299 - 2300 (1987)
Update date:2022-08-11
Topics:
Vekemans, Jozef A. J. M.
Franken, Gabriel A. M.
Chittenden, Gordon J. F.
Godefroi, Erik F.
A three step synthesis of the title compound 1a from D-ribono-1,4-lactone in 48percent yield is described.The concept centers on a novel NaHSO3-induced trans-Br-OAc elimination of the readily prepared bromo-acetate mixture 3a,b to the corresponding butenolides 1e and 1f, the former of which, on hydrolysis and purification, yields pure 1a.
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