Tetrahedron Asymmetry p. 1907 - 1910 (1996)
Update date:2022-08-03
Topics:
Dorta, Rosa L.
Martin, Angeles
Suarez, Ernesto
Prange, Thierry
The synthesis of (5R, 7S, 13S)- and (5S, 7S, 13S)-13-methoxy-1,6,8-trioxadispiro[4.1.5.3] pentadecane from tri-O-acetyl-D-glucal, by a convenient homologation of C-1 and C-6 atoms which led to an appropriate dihydroxyl intermediate 7, is reported. The key steps for the construction of the two spiroacetal systems involved a double, step by step, radical abstraction promoted by (diacetoxyiodo)benzene and iodine.
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