Stereo- and regioselectivity in dynamic gas-phase thermoisomerization (DGPTI): Novel route to α-campholanic acid and derivatives

Organic Letters

Volumn 5, Issue 15, 2003, Pages 2691-2693

  Ruedi, Georg ^a   Nagel, Matthias ^a,b   Hansen, Hans Jurgen ^a  

^a UNIVERSITY OF ZURICH   (Switzerland)

^b SWISS FEDERAL LABORATORIES FOR MATERIALS SCIENCE AND TECHNOLOGY   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; ALCOHOL DERIVATIVE; ALPHA CAMPHOLANIC ACID; CHOLIC ACID; DEUTERIUM; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; GAS; ISOMERISM; ISOTOPE LABELING; REACTION ANALYSIS; STEREOCHEMISTRY; THERMODYNAMICS;

EID: 0141520392     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol034882t     Document Type: Article

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16. (a) DGPTI process was performed in a flow reactor system using a quartz tube (110 cm length) heated in a tube furnace (100 cm lengths with six different temperature zones separately adjustable)
17. (b) For details, see: Nagel, M.; Fráter, G.; Hansen, H.-J. Synlett 2002, 275, 280. Nagel, M.; Fráter, G.; Hansen, H.-J. Chimia 2003, 57, 196 and references therein.
18. (b) For details, see: Nagel, M.; Fráter, G.; Hansen, H.-J. Synlett 2002, 275, 280. Nagel, M.; Fráter, G.; Hansen, H.-J. Chimia 2003, 57, 196 and references therein.
19. 3) δ 201.1, 137.6, 133.0, 128.7, 128.3, 44.3, 43.7, 42.4, 40.7, 31.6, 29.7, 24.4, 23.8, 16.5 ppm; MS m/z (rel intensity) 230 (12), 221 (2), 187 (1), 173 (45), 145 (7), 120 (82), 105 (100), 95 (23), 77 (30), 69 (11).
20. 2O.
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22. 22O (230.35): C, 83.43; H, 9.63. Found: C, 83.31; H, 9.62.
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26. 22O (230.35): C, 83.43; H, 9.63. Found: C, 83.39; H, 9.66.