Chemoselectivity in the Pd-Catalyzed Cyclization of 1,6-Enynes and Proof of the Relative Configuration of the New Stereogenic Centers

Advanced Synthesis and Catalysis

Volumn 343, Issue 5, 2001, Pages 490-494

  Trost, Barry M ^a   Hashmi, A Stephen K ^a   Ball, Richard G ^b  

^a STANFORD UNIVERSITY   (United States)

^b MERCK RESEARCH LABORATORIES   (United States)

Author keywords

Chemoselectivity; Cyclization; Diastereoselectivity; Diels Alder reaction; Palladium

Indexed keywords

EID: 0008895271     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/1615-4169(200107)343:5<490::AID-ADSC490>3.0.CO;2-S     Document Type: Article

References (23)

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18. -3 and this peak is without chemical significance. All bond distances and angles are within the expected ranges. Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-158004 (compound 12). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) + 44 1233/336-033; e-mail: deposit@ccdc. cam.ac.uk].
19. In flash-vacuum-thermolysis reactions we could prepare such epimers and thus compare their NMR data with the data of 7 and 8.
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21. J. Sauer, R. Sustmann, Angew. Chem. 1980, 92, 773-801; Angew. Chem., Int. Ed. Engl. 1980, 19, 779-807; J. M. Coxon, R. D. J. Froese, B. Ganguly, A. P. Narchand, K. Morokuma, Synlett 1999, 1681-1703; J. M. Coxon, D. Q. McDonald, P. J. Steel, Adv. Detailed React. Mech. 1994, 3, 131-166.
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