Optically active bicyclo carboxylic acids and their derivatives

Details Optically active bicyclo carboxylic acids and their derivatives Optically active bicyclo carboxylic acids and their derivatives

1987-06-17

1989-06-06

Hollrah, Glennon H.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549318, C07D30720

Patent

active

048373443

ABSTRACT:
A compound having the formula: ##STR1## wherein R is a hydroxyl-protecting group, X is a hydrogen atom, CO.sub.2 R' (wherein R' is a hydrogen atom or an alkyl group having from 1 to 7 carbon atoms, or CO.sub.2 R' is a salt of CO.sub.2 H), or a group of the formula: ##STR2## and when X is a hydrogen atom, Y is CO.sub.2 R' (wherein R' is as defined above) or a group of the formula: ##STR3## and when X is CO.sub.2 R' or the group of the formula (i), Y is a hydrogen atom.

REFERENCES:
patent: 4007211 (1977-02-01), Trost et al.
patent: 4122093 (1978-10-01), Corey et al.
patent: 4126622 (1978-11-01), Tomoskozi et al.
J. of the Am. Chem. Soc., 97, No. 23, 11/12/75, pp. 6908-6909; E. J. Corey, I et al.: "Preparation of an optically active prostaglandin intermediate via asymmetric induction" *p. 6908, formula 3*.
Tetrahedron Letters, vol. 26, No. 26, 1985, pp. 3095-3098, GB; T. Poll, et al.
"Diastereoface-discriminative metal coordination in asymmetric synthesis: D-pantolactone as practical chiral auxiliary for Lewis acid catalyzed Diels-Alder reactions", p. 3096, last 2 parag., p. 3097, reaction scheme . . .
J. of the Am. Chem. Soc., 99, No. 9, 4/27/77, pp. 3101-3113, US; B. M. Trost, et al.: "New synthetic reactions. Oxidative decarboxylation of alpha-methylthiocarboxylic acids, new approach to acyl anion and ketene synthons" * p. 3109, para. Prep. of 7-anti-Methoxymethylbicyclo . . .
J. of the Am. Chem. Soc., vol. 97, No. 12 6/12/75, pp. 3528-3530; B. M. Trost, et al.: "New synthetic reactions. Oxidative decarboxylation". *p. 3529, right-hand column, reaction scheme leading to compound No. 8*.
Chem. Abstracts, 97, No. 13, 9/27/82, p. 574, abstr. No. 109695e, Columbus, OH US; & SU-A-906,987 (I. M. Akhmedov, et al.) Feb. 2, 1982.
Chem. Abstracts, 87, No. 1 Jul. 4, 1977, p. 443, abstr. No. 5513a, Columbus, OH, US; & JP-A-77 14759 (Hitachi Chemical Co., Ltd.) Feb. 3, 1977.
J. of Organic Chemistry, 50, No. 12, 1985, pp. 2115-2121; H. W. Thompson, et al.: "Synthesis of 2,2-Disubstituted 7-Methylenenorbornanes with 2-exo functionality by Diels-Alder reaction of 5,5-dimethoxytetrachlorocyclopent adicen" p. 2115, abstr; p. 2117, scheme I*.
J. of the Am. Chem. Soc., 93, No. 6 Mar. 6, 1971, pp. 1491-1493; E. J. Corey, II et al.: "New reagents for stereoselectie carbonyl reduction. An improved synthetic route to the primary prostaglandins".

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