Regioselective rhodium-catalyzed allylic alkylation with a modified Wilkinson's catalyst

Tetrahedron Letters

Volumn 39, Issue 13, 1998, Pages 1725-1728

  Evans, P Andrew ^a   Nelson, Jade D ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

RHODIUM;

ALKYLATION; ARTICLE; CATALYSIS; CATALYST; CONFORMATIONAL TRANSITION; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0032568341     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00142-7     Document Type: Article

References (25)

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22. 13C-NMR) and analytical (HRMS) data in accord with the assigned structure.
23. 8. Resubmission of 1i' to the reaction conditions led to 95% recovery of the carbonate, which presumably rules out a direct-insertion type mechanism. (equation presented)
24. 4), filtered and concentrated in vacuo to afford a crude oil. Purification by flash chromatography (eluting with a 5-20% gradient of diethyl ether/pentane) furnished the allylic alkylation products 5a/5b (185.5 mg, 77%) as a colorless oil, in a 97:3 ratio favoring 5a.
25. 10. Tolman, C. A. J. Am. Chem. Soc. 1970, 92, 2956.