Method for preparing cis-bicyclo[3.3.0]octylidene derivative

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549415, 549421, 549423, 556437, 560107, 560116, 560119, 560139, 562498, 562501, C07C 5136, C07C 67303, C07D30910, C07F 718

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046329978

ABSTRACT:
A method for preparing a cis-bicyclo[3.3.0]octylidene derivative represented by the formula: ##STR1## wherein R.sup.1 is a hydrogen atom or an alkyl group; R.sup.2 is a hydrogen atom or a protective group for hydroxyl group; and Y is ##STR2## where R.sup.3 is a hydrogen atom or a protective group for hydroxyl group; R.sup.4 is a hydrogen atom or a straight, branched or cyclic alkyl group, alkenyl group or alkynyl group; and X is a group represented by CH.dbd.CH or C.tbd.C,
comprises carrying out the catalytic hydrogenation reaction of a (1-alkenyl)-cis-bicyclo[3.3.0]octene derivative represented by the formula: ##STR3## wherein R.sup.1, R.sup.2 and Y have the same meanings as defined above, in the presence of a metal carbonyl compound or its complex represented by the formula:

REFERENCES:
patent: 3736335 (1983-05-01), Wendler et al.
Mase et al., Tetrahedron Letters, vol. 25, No. 44, pp. 5087-5090, 1984.
Morrison et al., "Organic Chemistry", Third Edition, Chapter 23, Amines II. Reactions, pp. 758-760 and 1147.
Tsutsui et al., "Introduction to Metal .pi.-Complex Chemistry", Chapter 1, History, Classification, and Nomenclature, 1970, pp. 1-2 & 8-10.
A. Merriam-Webster, "Webster's Third New International Dictionary", vol. II, 1966, p. 1108.
Encyclopaedia Chemica, pp. 348-349, vol. 5.

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