Formation of six- versus five-membered cyclic sulfones by C-H insertion

Tetrahedron Letters

Volumn 50, Issue 17, 2009, Pages 1954-1957

  Jungong, Christian S ^a   John, Jinu P ^a   Novikov, Alexei V ^a  

^a UNIVERSITY OF NORTH DAKOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SULFONE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 61849167471     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.02.044     Document Type: Article

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13. 2, and the combined organic layers were dried and concentrated. The chromatography on silica column (ethyl acetate-hexanes, 0-40%) at this point permitted to isolate the trans five-membered product, cis six-membered product, and additional amount of the trans six-membered product, formed by equilibration from the cis-isomer.
14. 3): δ 4.28 (q, J = 7 Hz, 2H), 3.94 (s, 2H), 1.76-1.81 (m, 2H), 1.30-1.46 (m, 13H), 1.40 (s), 1.33 (t, J = 7 Hz), 0.93 (t, J = 7 Hz, 3H).