Abstract
The three-step synthesis of adduct 3 has been reinvestigated; enantiomers 3a and 3b have been separated by enantioselective chromatography and the racemization barrier of 3a was determined as ΔG≠ = 24.4 kcal mol−1 (16 °C).
References
1.
10.1070/MC2004v014n06ABEH002049_bib1
Eliel
Stereochemistry of Organic Compounds,
1994
2.
10.1070/MC2004v014n06ABEH002049_bib2
Oki
1983
3.
Mei X., Wolf C.
Chemical Communications,
2004
4.
Clayden J., Lund A., Vallverdú L., Helliwell M.
Nature,
2004
5.
10.1070/MC2004v014n06ABEH002049_bib5
Andreoli
Final Program of 16th International Symposium on Chirality,
2004
6.
Lenev D.A., Lyssenko K.A., Golovanov D.G., Weingart O., Buß V., Kostyanovsky R.G.
Tetrahedron Asymmetry,
2004
7.
Sakamoto M., Utsumi N., Ando M., Saeki M., Mino T., Fujita T., Katoh A., Nishio T., Kashima C.
Angewandte Chemie - International Edition,
2003
8.
Roshchin A.I., Kostyanovsky R.G.
Mendeleev Communications,
2003
9.
Skowronek P., Lightner D.A.
Monatshefte fur Chemie,
2003
10.
Gawro?ski J., Kacprzak K.
Chirality,
2002
11.
Gawroński J., Grycz P., Kwit M., Rychlewska U.
Chemistry - A European Journal,
2002
12.
Kwit M., Rychlewska U., Gawroński J.
New Journal of Chemistry,
2002
13.
Tissot O., Gouygou M., Dallemer F., Daran J., Balavoine G.G.
Angewandte Chemie - International Edition,
2001
14.
Kondo K., Iida T., Fujita H., Suzuki T., Yamaguchi K., Murakami Y.
Tetrahedron,
2000
15.
Tichý M., Ridvan L., Holý P., Závada J., Cı́sařová I., Podlaha J.
Tetrahedron Asymmetry,
1998
16.
Shieh W., Carlson J.A.
Journal of Organic Chemistry,
1994
17.
Sartori G., Maggi R., Bigi F., Grandi M.
Journal of Organic Chemistry,
1993
18.
Bastiaansen L.A., Kanters J.A., van der Steen F.H., de Graaf J.A., Buck H.M.
Journal of the Chemical Society Chemical Communications,
1986
19.
Rimböck K., Kastner F., Mannschreck A.
Journal of Chromatography A,
1986
20.
Koller H., Rimböck K., Mannschreck A.
Journal of Chromatography A,
1983
21.
Bringmann G., Menche D.
Accounts of Chemical Research,
2001
22.
23.
Kostyanovsky R.G., El’natanov Y.I., Chervin I.I., Konovalikhin S.V., Zolotoi A.B., Atovmyan L.O.
Mendeleev Communications,
1996
24.
Kostyanovsky R.G., El’natanov Y.I., Chervin I.I., Konovalikhin S.V., Atovmyan L.O., Rauk A.
Mendeleev Communications,
1996
25.
10.1070/MC2004v014n06ABEH002049_bib19_3
Kostyanovsky
Izv. Akad. Nauk, Ser. Khim.,
1996