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Tetrahedron Letters

Volumn 43, Issue 23, 2002, Pages 4195-4197

Synthetic applications of the amino-Cope rearrangement: Enantioselective synthesis of some tetrahydropyrans

(3) Allin, Steven M a Baird, Robert D a Lins, Roger J a

a LOUGHBOROUGH UNIVERSITY (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

TETRAHYDROPYRAN DERIVATIVE;

ARTICLE; CYCLIZATION; DIASTEREOISOMER; DRUG SYNTHESIS; ENANTIOMER; ENANTIOSELECTIVITY; EPOXIDATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0037013899 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(02)00760-8 Document Type: Article

Times cited : (14)

References (17)

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- Allin, S.M.¹ Baird, R.D.²

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3
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- Allin, S.M.¹ Button, M.A.C.²

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- (1998) Synlett , pp. 1117-1119
- Allin, S.M.¹ Button, M.A.C.² Baird, R.D.³

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- (1999) Tetrahedron Lett. , vol.40 , pp. 3801-3802
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6
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7
- 0032515432
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 205-206
- Yoo, H.Y.¹ Houk, K.N.² Lee, J.K.³ Scialdone, M.A.⁴ Meyers, A.I.⁵

8
- 0027529546
- (1993) Tetrahedron Lett. , vol.34 , pp. 247-250
- Sprules, T.J.¹ Galpin, J.D.² Macdonald, D.³

9
- 0002400531
- (1998) Synlett , pp. 1117-1119
- Allin, S.M.¹ Button, M.A.C.² Baird, R.D.³

10
- 0001456053
- (1994) J. Org. Chem. , vol.59 , pp. 1444-1456
- Lee, E.¹ Lee, Y.R.² Moon, B.³ Kwon, O.⁴ Shim, M.S.⁵ Yun, J.S.⁶

11
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- (1986) J. Org. Chem. , vol.51 , pp. 73-75
- Agami, C.¹ Meynier, F.² Berlan, J.³ Besace, Y.⁴ Brochard, L.⁵

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- Ting, T.C.¹ Bartlett, P.A.²

13
- 0343760721
- (1991) J. Chem. Soc., Perkin Trans. 1 , pp. 133-140
- Bennett, F.¹ Knight, D.W.² Fenton, G.³

14
- 0030765717
- (1997) Tetrahedron Lett. , vol.38 , pp. 6449-6452
- Greeves, N.¹ Lee, W.-M.²

15
- 84991424945
- Chiral HPLC study carried out using a Chiralcel-OD column eluting with a 95 hexanes-5% propan-2-ol solvent mixture at 0.6 ml/min. A racemic sample of the target under study was prepared and investigated prior to the enantiomerically enriched product. Retention times: major enantiomer=18.9 min, minor=22.2 min

16
- 84991419473
- In all cases, the major (cis-) diastereoisomers display a large diaxial coupling of ca. 12 Hz between the C-2 proton at the chiral centre created on electrophile-induced cyclisation and the axial C-3 proton. For the minor (trans-) diastereoisomers, the now equatorial C-2 proton displays a much weaker axial-equatorial coupling (ca. 4 Hz) to the same C-3 proton

17
- 84991419475
- Chiral HPLC study carried out using a Chiralcel-OD column eluting with a 99.5 hexanes-0.5% propan-2-ol solvent mixture at 0.25 ml/min. A racemic sample of the target under study was prepared and investigated prior to the enantiomerically enriched product. Retention times: 6a: major enantiomer=46.9 min, minor=42.5 min; 7a: major enantiomer=51.2 min, minor=60.1 min

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.