Novel compounds and use thereof in selective cyclization process

Details Novel compounds and use thereof in selective cyclization process Novel compounds and use thereof in selective cyclization process

1986-04-03

1989-11-14

Bond, Robert T.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540521, 546116, 548453, C07D49106

Patent

active

048809241

ABSTRACT:
This invention relates to a selective process for preparing bicyclic lactam-lactone compounds wherein the rings are fused, i.e. the rings share at least two carbon atoms, or are isolated. In particular, the present invention provides a process for selectively reacting novel 1-hydrocarbylamino (or heteroatom-substituted hydrocarbylamino); 1,1-dicarboxylic acid, alkylesters; 1-alkanolactonyl or hydrocarbyl (or heteroatom-substituted hydrocarbyl) alkanonylactonyl methane, as the salt of an acid having a pKa of 0 or more, to provide bicyclic lactam-lactone compounds. The selectively of the reaction to either fused or isolated bicyclic compounds is controlled by cyclizing the novel salts, in the absence of a base, a cyclizing said novel salts, in the presence of an amount of base substantially equivalent to said acid, respectively.

REFERENCES:
Polymer Chemistry-An Introduction by Malcolm P. Stevens (Addison-Wesley) (1975), pp. 263-266.
Textbook of Polymer Science by Fred Billmeyer (Wiley-Interscience) (Third Edition) (1984), pp. 96-97.
C. G. Overberger et al., "Asymmetric Polymers, XXV, Synthesis of Some Optically Active C-Substituted Hexahydro-2H-Azepin-2-Ones", J. Polymer Sci.: Part A-1, vol. 10, 2265-2289 (1972).

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