Process for the manufacture of optically active compounds

Details Process for the manufacture of optically active compounds Process for the manufacture of optically active compounds

1988-10-05

1990-02-20

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

540596, 540610, 540612, 544148, 544171, 544177, 544374, 544398, 544399, 546207, 546248, 548517, 548573, 548574, 548950, 549347, 549373, 549451, 560118, 560121, 560123, 560124, 560125, 564 1, 564457, 564462, 564504, C07C10128

Patent

active

049028189

ABSTRACT:
The manufacture of optically active bifunctional compounds of the general formula ##STR1## wherein R represents protected hydroxymethyl, protected formyl or alkoxycarbonyl and R.sup.1 represents a group of the formula ##STR2## in which R.sup.2 and R.sup.3 represents lower alkyl or cycloalkyl or R.sup.2 and R.sup.3 together with the nitrogen atom represent a heterocyclic ring, by isomerizing compounds of the general formula ##STR3## wherein R, R.sup.2 and R.sup.3 have the above significance and R.sup.3 can additionally signify hydrogen, is described.
The compounds of formula I are potential intermediates in the manufacture of, interalia, natural vitamin E and natural vitamin K.sub.1.

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A. Miyashita, et al., "2,2'Bis (diphenylphosphino)-1,1'binaphthyl: A New Axially Asymmetric Bis (Triaryl)" published in Asymmetric Reactions and Processes in Chemistry, ACS Symposium Series 185, pp. 274-277 (1982) based on U.S./Japan Seminar in Stanford, Calif., Jul. 7-11, 1981.
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