Abstract
Racemic monoprotected at primary hydroxy group Corey lactones were resolved using (1S,2R,5R)-6,6-dimethyl-4-oxo-3-oxabicyclo-[3.1.0]hexan-2-ol as a chiral auxiliary reagent of hemiacylal chemotype.
References
1.
Das S., Chandrasekhar S., Yadav J.S., Grée R.
Chemical Reviews,
2007
2.
Collins P.W., Djuric S.W.
Chemical Reviews,
1993
3.
Sheddan N.A., Czybowski M., Mulzer J.
Chemical Communications,
2007
4.
Corey E.J., Schaaf T.K., Huber W., Koelliker U., Weinshenker N.M.
Journal of the American Chemical Society,
1970
5.
Corey E.J., Albonico S.M., Koelliker U., Schaaf T.K., Varma R.K.
Journal of the American Chemical Society,
1971
6.
Corey E.J., Ensley H.E.
Journal of the American Chemical Society,
1975
7.
Martynow J.G., Jóźwik J., Szelejewski W., Achmatowicz O., Kutner A., Wiśniewski K., Winiarski J., Zegrocka-Stendel O., Gołębiewski P.
European Journal of Organic Chemistry,
2007
8.
Terinek M., Kozmík V., Paleček J.
Collection of Czechoslovak Chemical Communications,
2002
9.
Tolstikov G.A., Miftakhov M.S., Adler M.E., Komissarova N.G., Kuznetsov O.M., Vostrikov N.S.
Synthesis,
1989
10.
(a) Aldrich, Catalog Handbook of Fine Chemicals, 1996-1997, p. 786;
11.
(b) Pharma Tech International, Inc., 21 Just Road, Fairfield, N7 07004, USA.
12.
Bindra J.S., Grodski A., Schaaf T.K., Corey E.J.
Journal of the American Chemical Society,
1973
13.
Beeley N.R., Peel R., Sutherland J.K., Holohan J.J., Mallion K.B., Sependa G.J.
Tetrahedron,
1981
14.
Corey E.J., Snider B.B.
Journal of Organic Chemistry,
1974
15.
Tömösközi I., Gruber L., Kovács G., Székely I., Simonidesz V.
Tetrahedron Letters,
1976
16.
(b) G. A. Tolstikov, M.S. Miftakhov, F.A. Valeev, N.S. Vostrikov and R. R. Akhmetvaleev, Zh. Org. Khim., 1984, 20, 221 (in Russian).
17.
Corey E.J., Arnold Z., Hutton J.
Tetrahedron Letters,
1970
18.
Grieco P.A., Reap J.J.
Journal of Organic Chemistry,
1973
19.
Petzoldt K., Dahl H., Skuballa W., Gottwald M.
1990
20.
SUGAHARA T., SATOH I., YAMADA O., TAKANO S.
Chemical and Pharmaceutical Bulletin,
2011
21.
Bakshi D., Mahindroo V.K., Soman R., Dev S.
Tetrahedron,
1989
22.
Corey E.J., Mann J.
Journal of the American Chemical Society,
1973
24.
Doyle M.P., Catino A.J.
Tetrahedron Asymmetry,
2003
25.
(d) C. J. Wallis, Eur. Patent 74856, Glaxo, 1983 (Chem. Abstr., 1984, 99, 139627).
26.
Žák B., Veselý I., Neumitka K., Paleček J.
Collection of Czechoslovak Chemical Communications,
2009
27.
Romano A., Romano D., Molinari F., Gandolfi R., Costantino F.
Tetrahedron Asymmetry,
2005
28.
He X., Qi C.
Chinese Journal of Chemistry,
2007
29.
Mandal A.K., Borude D.P., Armugasamy R., Soni N.R., Jawalkar D.G., Mahajan S.W., Ratnam K.R., Goghare A.D.
Tetrahedron,
1986
30.
P. J. Kocieński, Protecting Groups, Thieme, Stuttgart, 1994, p. 260.
31.
Kukovinets O.S., Kasradze V.G., Galin F.Z., Spirikhin L.V., Zainullin R.A., Kislitsyn M.I., Abdullin M.I., Kunakova R.V., Tolstikov G.A.
Russian Journal of Organic Chemistry,
2002
32.
Martel J.J., Demoute J.P., Tèche A.P., Tessier J.R.
Pesticide Science,
1980
33.
Suzuki M., Kawagishi T., Suzuki T., Noyori R.
Tetrahedron Letters,
1982
34.
Mori K., Uematsu T., Minobe M., Yanagi K.
Tetrahedron,
1983
35.
Jpn. Kokai Tokkyo Koho, Jpn. Patent 58041836, Teijin (Chem. Abstr., 1983, 99, 122166y).
36.