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Volumn 45, Issue 27, 2004, Pages 5253-5255

Transformation of esters into allyl halides via substituted cyclopropanols. Application in the synthesis of (2S,3R,7R/S)-3,7-dimethyltridec-2-yl acetate and propionate, sex attractants of pine sawfly Diprion pini

(3) Bekish, Andrey V a Prokhorevich, Konstantin N a Kulinkovich, Oleg G a

a BELARUSIAN STATE UNIVERSITY (Belarus)

Author keywords

(S) Lactic acid; Cyclopropanols; Pheromones; Pine sawfly; Titanacyclopropanes

Indexed keywords

3,7 DIMETHYLTRIDEC 2 YLACETATE; ACETIC ACID DERIVATIVE; ALLYL COMPOUND; CARBONYL DERIVATIVE; CYCLOPROPANE; ELECTROMAGNESIUM BROMIDE; ESTER DERIVATIVE; MAGNESIUM DERIVATIVE; PROPANOL; PROPIONIC ACID; SEX PHEROMONE; TITANIUM; TITANIUM DERIVATIVE; TITANIUM ISOPROPOXIDE; UNCLASSIFIED DRUG;

ARTICLE; BIOTRANSFORMATION; CYCLOPROPANATION; FLY; RING OPENING; SYNTHESIS;

DIPRION PINI;

EID: 2942551362 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/j.tetlet.2004.05.022 Document Type: Article

Times cited : (22)

References (23)

1
- 0028897585
- Bergstrom G., Wassegren A.-B., Anderbrant O., Fagerhag J., Edlund H., Hedenstrom E., Hogberg H.-E., Geri C., Auger M.A., Varama M., Hansson B.S., Lofqvist J. Experientia. 51:1995;370-380
- (1995) Experientia , vol.51 , pp. 370-380
- Bergstrom, G.¹ Wassegren, A.-B.² Anderbrant, O.³ Fagerhag, J.⁴ Edlund, H.⁵ Hedenstrom, E.⁶ Hogberg, H.-E.⁷ Geri, C.⁸ Auger, M.A.⁹ Varama, M.¹⁰ Hansson, B.S.¹¹ Lofqvist, J.¹²

2
- 0029103649
- Anderbrant O., Hansson B.S., Hallberg E., Geri C., Varama M., Hedenstrom E., Hogberg H.-E., Fagerhag J., Edlund H., Wassgren A.-B., Bergstrom G., Lofqvist J. J. Insect Physiol. 41:1995;395-401
- (1995) J. Insect Physiol. , vol.41 , pp. 395-401
- Anderbrant, O.¹ Hansson, B.S.² Hallberg, E.³ Geri, C.⁴ Varama, M.⁵ Hedenstrom, E.⁶ Hogberg, H.-E.⁷ Fagerhag, J.⁸ Edlund, H.⁹ Wassgren, A.-B.¹⁰ Bergstrom, G.¹¹ Lofqvist, J.¹²

3
- 0035995717
- Hedenstrom E., Edlund H., Lund S., Abersten M., Persson D. J. Chem. Soc., Perkin Trans. 1. 2002;1810-1817
- (2002) J. Chem. Soc., Perkin Trans. 1 , pp. 1810-1817
- Hedenstrom, E.¹ Edlund, H.² Lund, S.³ Abersten, M.⁴ Persson, D.⁵

4
- 0041340694
- Kulinkovich O.G. Chem. Rev. 103:2003;2597-2632
- (2003) Chem. Rev. , vol.103 , pp. 2597-2632
- Kulinkovich, O.G.¹

5
- 0000964616
- Gibson D.H., De Puy C.H. Chem. Rev. 74:1974;605-623
- (1974) Chem. Rev. , vol.74 , pp. 605-623
- Gibson, D.H.¹ De Puy, C.H.²

6
- 0032568344
- Epstein O.L., Kulinkovich O.G. Tetrahedron Lett. 39:1998;1823-1826
- (1998) Tetrahedron Lett. , vol.39 , pp. 1823-1826
- Epstein, O.L.¹ Kulinkovich, O.G.²

7
- 0035962967
- Epstein O.L., Kulinkovich O.G. Tetrahedron Lett. 42:2001;3757-3758
- (2001) Tetrahedron Lett. , vol.42 , pp. 3757-3758
- Epstein, O.L.¹ Kulinkovich, O.G.²

8
- 0036186570
- Kozyrkov Yu.Yu., Kulinkovich O.G. Synlett. 3:2002;443-446
- (2002) Synlett , vol.3 , pp. 443-446
- Kozyrkov, Yu.Yu.¹ Kulinkovich, O.G.²

9
- 0000212444
- Kulinkovich O.G., Sviridov S.V., Vasilevskii D.A., Pritytskaya T.S. Zh. Org. Khim. 25:1989;2244-2245
- (1989) Zh. Org. Khim. , vol.25 , pp. 2244-2245
- Kulinkovich, O.G.¹ Sviridov, S.V.² Vasilevskii, D.A.³ Pritytskaya, T.S.⁴

10
- 0026082853
- Kulinkovich O.G., Sviridov S.V., Vasilevskii D.A. Synthesis. 1991;234
- (1991) Synthesis , pp. 234
- Kulinkovich, O.G.¹ Sviridov, S.V.² Vasilevskii, D.A.³

11
- 0034731614
- Esposito A., Taddei M. J. Org. Chem. 65:2000;9245-9248
- (2000) J. Org. Chem. , vol.65 , pp. 9245-9248
- Esposito, A.¹ Taddei, M.²

12
- 0000829926
- For deprotection of tetrahydropyranyl ethers with magnesium bromide see:
- For deprotection of tetrahydropyranyl ethers with magnesium bromide see: Sunggak K., Park J.H. Tetrahedron Lett. 28:1987;439-440
- (1987) Tetrahedron Lett. , vol.28 , pp. 439-440
- Sunggak, K.¹ Park, J.H.²

13
- 2942531174
- 6toamixtureof 2and 7
- Using ether as the only solvent in this transformation resulted in a low conversion of 6 to a mixture of 2 and 7

14
- 2942594529
- note
- 3): 149.0, 115.1, 68.1, 32.8, 22.1

15
- 2942561015
- Kletzke P.G. J. Org. Chem. 29:1964;1363-1366
- (1964) J. Org. Chem. , vol.29 , pp. 1363-1366
- Kletzke, P.G.¹

16
- 2942534754
- 4andconcentratedunderreducedpressure.Compound 8(5.55g,91%) wasisolatedbycolumnchromatographyonsilicagel(eluent:cyclohexane/ethylacetate)
- 4 and concentrated under reduced pressure. Compound 8 (5.55 g, 91%) was isolated by column chromatography on silica gel (eluent: cyclohexane/ethyl acetate)

17
- 2942564612
- note
- 3): δ 153.5, 107.9, 70.9, 70.9, 37.0, 37.0, 36.9, 36.9, 32.6, 32.0, 31.9, 29.6, 27.0, 25.4, 25.4, 22.7, 22.1, 19.6, 19.6, 14.1

18
- 0010640653
- Dale J.A., Dull D.L., Mosher H.S. J. Org. Chem. 34:1969;2543-2549
- (1969) J. Org. Chem. , vol.34 , pp. 2543-2549
- Dale, J.A.¹ Dull, D.L.² Mosher, H.S.³

19
- 2942594530
- note
- The signals of the protons of the methoxy groups at 3.53 and 3.58 ppm were used to determine stereoisomeric purity

20
- 85007970314
- Toshio S., Kenryo N., Shuichi S. Chem. Pharm. Bull. 19:1971;817-820
- (1971) Chem. Pharm. Bull. , vol.19 , pp. 817-820
- Toshio, S.¹ Kenryo, N.² Shuichi, S.³

21
- 2942585653
- 3):δ3.61-3.73(m,1H),2.00(brs,1H),1. 00-1.54(m,21H),1.15(d,J=6.3Hz),1.12(d,J=6.3Hz),0.80-0.90(m,9H)
- 3): δ 3.61-3.73 (m, 1H), 2.00 (br s, 1H), 1.00-1.54 (m, 21H), 1.15 (d, J=6.3 Hz), 1.12 (d, J=6.3 Hz), 0.80-0.90 (m, 9H)

22
- 1542608767
- Kantor S.W., Hauser Ch.R. J. Am. Chem. Soc. 75:1953;1744
- (1953) J. Am. Chem. Soc. , vol.75 , pp. 1744
- Kantor, S.W.¹ Hauser, Ch.R.²

23
- 2942617248
- 1,2
- 1, 2

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