Enantiomerically pure mono acetal-protected diols, their prepara

Details Enantiomerically pure mono acetal-protected diols, their prepara Enantiomerically pure mono acetal-protected diols, their prepara

1985-03-29

1988-04-19

Chan, Nicky

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549397, 549459, C07D31100, C07D31178

Patent

active

047390824

ABSTRACT:
Enantiomerically pure mono acetal-protected diols of the formula ##STR1## wherein A, B, C and D are hydrogen or a methyl group in any combination, M and N are aliphatic or araliphatic hydrocarbons, m and n are the numbers 0, 1 or 2, whereby the total of m plus n must be the number 1 or 2, their preparation and use for the syntheses of the pheromones (1R-exo)-Brevicomin, (1S-exo)-Brevicomin, (1R-endo)-Brevicomin and (1S-endo)-Brevicomin.

REFERENCES:
patent: 4497960 (1985-02-01), Noe
patent: 4609743 (1986-09-01), Cohen et al.
Fieser & Fieser, "Lehrbuch der Orgenischen Chemie", Verlag'Chemie, Winheim Bergstr. 4, Auflage 1960, pp. 922-923.
Honben-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag, Stuttgart, 4, Auflage, Bd. VII, 2a, pp. 610, 611, 615.
Bernardi et al., Synthesis of (+) and (-) Exo and Endo-Brevicomin, Tetrahedron Letters, vol. 22, No. 40 (1981), pp. 4021-4024.
Meyer, Synthesis of Exo-Brevicomin, Liegibs Ann. Chem. (1977), pp. 732-736.
Ferrier et al., Unsaturated Carbohydrates, J. Chem. Soc. Perkin Trans I (1983), pp. 1645-1647.

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