Liquid crystal control. A remarkable enhancement of both efficiency and diastereoselectivity of intramolecular thermal cycloadditions in smectic solvents

Tetrahedron Letters

Volumn 40, Issue 33, 1999, Pages 6041-6044

  Fukunaga, Kenji ^a   Kunieda, Takehisa ^a  

^a KUMAMOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ESTER DERIVATIVE; SOLVENT;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIASTEREOISOMER; LIQUID CRYSTAL; REACTION ANALYSIS;

EID: 0033551799     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01200-9     Document Type: Article

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28. A series of 2E,7E,9-decatrienoates and 10-cyclohexyl-2E,7E,9E-decatrienoates were heated in mesitylene at 140 °C for 12-24h to give, in our hands, the 2-3:1 mixture of 2 (endo) and 3 (exo) in less than 60% yield.
29. Neubert, M. E.; Ferrato, J. P.; Carpenter, R. E. Mol. Cryst. Liq. Cryst. 1979, 53, 229-252. BPCD (101-smB-105-smA-173-ne-193 °C): bis(4-pentyloxyphenyl)trans-1,4-cyclohexanedicarboxylate. BOCD (93-smB-111-smC-119-smA-178 °C): bis(4-octyloxyphenyl) trans-1,4-cyclohexanedicarboxylate.
30. Dewar, M. J. S.; Goldberg, R. S. J. Am. Chem. Soc. 1970, 92, 1582-1586. CBBB (129-ne-157 °C): trans-1,4-cyclohexylene bis(4-butoxybenzoate). PBOB (118-ne-192 °C): 1,4-phenylene bis(4-octyloxybenzoate).
31. CDCB (130-ch-213 °C): cholesteryl 2,4-dichlorobenzoate.
32. PCC (mp 34 °C): 4-pentyloxyphenyl cyclohexanecarboxylate.