Process for stereosectively preparing optically active compounds

Details Process for stereosectively preparing optically active compounds Process for stereosectively preparing optically active compounds

1986-09-09

1989-03-14

Killos, Paul J.

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

Organic compounds

Carboxylic acids and salts thereof

562579, 562580, 562588, 558451, C07C 5948

Patent

active

048124761

ABSTRACT:
An aldehyde (R.sup.1 CHO) and optically active 3-hydroxybutyric acid (CH.sub.3 CH(OH)CH.sub.2 COOH) are reacted to form an optically active dioxanone. This dioxanone is reacted with a compound R.sup.2 --X to form an intermediate (R.sup.1 R.sup.2 CHOCH(CH.sub.3) CH.sub.2 COOH) which is then subjected to elimination to form an optically active secondary alcohol (R.sup.1 R.sup.2 CHOH) in good yield and purity.

REFERENCES:
Chem. Abs. 102:35189v.
Chem. Abs. 90:95408j.
"Conformational Analysis-V 2.6 Dialkyl- and 2.2.6-Trialkyl-4-Oxo-1.3-Dioxans", Tetrahedron, vol. 29, pp. 1311-1316 (1973).
"4-Oxo-1,3-Dioxan and its Methyl Derivatives", Tetrahedron Letters, No. 47, pp. 4095-4096 (1970).

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