Alkenylboronate tethered intramolecular Diels-Alder reactions

Journal of the American Chemical Society

Volumn 121, Issue 2, 1999, Pages 450-451

  Batey, Robert A ^a   Thadani, Avinash N ^a   Lough, Alan J ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

BORONIC ACID DERIVATIVE; CYCLOHEXENE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; COVALENT BOND; CYCLIZATION; DIASTEREOISOMER; HYDROLYSIS; MOLECULAR INTERACTION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0033585522     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9828004     Document Type: Article

References (33)

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29. 1 = Ph), 12a, and 15 were confirmed by X-ray crystallography. The authors have deposited atomic coordinates for these compounds with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, U.K.
30. Diisopropyl boronates were synthesized from the corresponding acids, see Supporting Information section.
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32. 13 was isolated as a single diastereomer. However, crude NMR revealed the presence of presumably the exo diastereomer as a minor component (88:12 endo/exo ratio), but we were unable to isolate this compound.
33. o)], GOF = 1.094.