Preparation of sec. or tert. alcohols

Details Preparation of sec. or tert. alcohols Preparation of sec. or tert. alcohols

1992-02-19

1993-06-29

Killos, Paul J.

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

Organic compounds

Heavy metal containing

556478, 560 25, 568831, C07F 722, C07F 708, C07C26900

Patent

active

052236331

ABSTRACT:
A process for the preparation of a compound of the formula ##STR1## which comprises deprotonating a carbamate of the formula ##STR2## in an inert solvent with a selective base, in the presence of a chelate-forming diamine to give a compound of the formula ##STR3## and then reacting III in an inert solvent, either with an achiral electrophile of the formula (IV) or (V) or with an optionally prochiral electrophile of the formula (VI) ##STR4## and in the case in which R.sup.1 represents an electrofugic leaving group, optionally again electrophilically substituted with the formation of an acyl anion and renewed deprotonation, and in a last step, solvolytically removing the protecting group --CO--NR.sup.10 R.sup.11.

REFERENCES:
Reggelin et al., Tetrahedron Letters, vol. 30, No. 22, pp. 2915-2918 (1989).
R. Thornton Morrison et al., Organic Chemistry, (1983), 4th ed., p. 205.
J. March, Advanced Organich Chemistry, p. 222, Table 1 (1985).
T. A. Hase, "Umpoled Synthons", p. 101 (1987).
Morrison and Boyd, "Structure and Properties", pp. 22-25 (1983).

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