Process for the preparation of bicycloalkane derivatives

Details Process for the preparation of bicycloalkane derivatives Process for the preparation of bicycloalkane derivatives

1974-06-20

1977-04-12

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260476C, 260586F, 2603405, 2603407, 2603409, 260488B, 260307H, C07C 4976

Patent

active

040175456

ABSTRACT:
Bicycloalkanes useful as intermediates in the total synthesis of steroids of the formula ##STR1## WHEREIN N IS THE INTEGER 1 OR 2; R.sub.1 is lower-alkyl; X is free or ketalized carbonyl or free, esterified or etherified hydroxymethylene; and Y is --SO.sub.2 --R.sub.2 or --C(Z)(R.sub.3)--R.sub.4 wherein R.sub.2 is alkyl, aryl or aralkyl R.sub.3 is H or lower-alkyl, R.sub.4 is alkoxycarbonyl or acyl and Z is lower-alkoxycarbonyl, lower acyl, lower alkylsulfinyl or lower-alkylsulfonyl, are produced by the steps of hydrogenating a compound of the formula ##STR2## AND CONDENSING THE THUS-PRODUCED RING SATURATED COMPOUND WITH A SALT OF THE FORMULA C(Z)(R.sub.3)R.sub.4 .sup.-Me.sup.+ wherein n, X, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Z have the values given above.

REFERENCES:
patent: 3412107 (1968-11-01), Radoje et al.
patent: 3692803 (1972-09-01), Hojos
patent: 3703479 (1972-11-01), Theimer
patent: 3773836 (1973-11-01), Hall
patent: 3870659 (1975-03-01), Bozyato et al.
Gould, "Mechanism & Structure in Organic Chem.," pp. 258-264, 485-489 (1959).

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