Tetrahedron Asymmetry p. 333 - 336 (1992)
Update date:2022-08-11
Topics:
Bloch, Robert
Brillet, Cecile
Nucleophilic addition of Grignard reagents to the tricyclic lactols 4 or 5 provides with very high selectivity syn or anti 1,4-diols, so that, starting from the scalemic lactol 1a, three of the four possible diastereoisomeric 1,4-diols 7 or 9 can be obtained.This new example of remote asymmetric induction is illustrated by the synthesis of optically pure (2R,5R)-2,5-hexanediol and (3S,6R)-4-decen-3,6-diol.
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