Substituted alkynes useful as intermediates in the synthesis of

Details Substituted alkynes useful as intermediates in the synthesis of Substituted alkynes useful as intermediates in the synthesis of

1984-05-29

1987-04-28

Daus, Donald G.

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

Organic compounds

Oxygen containing

568379, 568825, 568838, 568 61, 560121, 560126, C07C 31135, C07C 3120, C07C 53134

Patent

active

046616411

ABSTRACT:
Compounds of the formula ##STR1## wherein n is either 0 or 1; R.sup.1 and R.sup.2 is hydrogen and the other is hydrogen, hydroxy, oxo group, a protected hydroxy or protected oxo group; R.sup.3 is hydroxy oxo group, .dbd.CH--CH.sub.2 --OH, .dbd.CH--CHO or one of the foregoing groups where the hydroxy or oxo functions are protected; R.sup.4 is --CO--OR.sup.6, --CO--R.sup.6, --CO--NR.sup.6 R.sup.7, --CO--Cl or --SO.sub.2 --R.sup.6 ; R.sup.6 is saturated or aromatic hydrocarbon; and R.sup.7 is saturated or aromatic hydrocarbon or hydrogen,
are converted by cleavage of R.sup.4 OH into corresponding cycloalkenes and protecting groups, if present, are hydrolyzed.
The compounds obtained are valuable intermediates in carotenoid syntheses.

REFERENCES:
patent: 2931828 (1960-04-01), Prost
patent: 2993864 (1961-07-01), Monroe et al.
patent: 4219506 (1980-08-01), Olson et al.
Loeber et al., J. Chem. Soc. (C) pp. 404-408, 1971.
Baumann et al., Liebigs Ann. Chem., pp. 1945-1951, 1979.

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