SCOPUS 정보 검색 플랫폼

Volumn 4, Issue , 2008, Pages

Control of asymmetric biaryl conformations with terpenol moieties: Syntheses, structures and energetics of new enantiopure C2-symmetric diols

(3) Alpagut, Y a Goldfuss, B a Neudorfl J M a

a UNIVERSITY OF COLOGNE (Germany)

Author keywords

Axial chirality; Chiral diols; Hydrogen bonds; Terpenes

Indexed keywords

EID: 75649119738 PISSN: None EISSN: 18605397 Source Type: Journal
DOI: 10.3762/bjoc.4.25 Document Type: Article

Times cited : (8)

References (37)

1
- 84876115454
- Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Methods of Organic Chemistry (Houben-Weyl), Vol. E21f; Thieme: Stuttgart
- Herrmann, R. Biaryls. In Stereoselective Synthesis; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Methods of Organic Chemistry (Houben-Weyl), Vol. E21f; Thieme: Stuttgart, 1996; pp 5945-5955.
- (1996) Stereoselective Synthesis , pp. 5945-5955
- Biaryls, H.R.¹

2
- 17244369977
- BINOL: A versatile chiral reagent
- DOI 10.1021/cr040079g
- Brunel, J. M. Chem. Rev. 2005, 105, 857-897. doi:10.1021/cr040079g (Pubitemid 40527378)
- (2005) Chemical Reviews , vol.105 , Issue.3 , pp. 857-897
- Brunel, J.M.¹

3
- 0000218541
- doi:10.1002/ange.19971091204
- Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem. 1997, 109, 1290-1311. doi:10.1002/ange.19971091204
- (1997) Angew. Chem. , vol.109 , pp. 1290-1311
- Shibasaki, M.¹ Sasai, H.² Arai, T.³

4
- 0030788440
- doi: 10.1002/anie.199712361
- Angew. Chem., Int. Ed. Engl. 1997, 36, 1236-1256. doi: 10.1002/anie.199712361.
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 1236-1256

5
- 11944252146
- doi:10.1021/ja00128a005
- Sasai, H.; Arai, T.; Satow, Y.; Houk, K. N.; Shibasaki, M. J. Am. Chem. Soc. 1995, 117, 6194-6198. doi:10.1021/ja00128a005
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 6194-6198
- Sasai, H.¹ Arai, T.² Satow, Y.³ Houk, K.N.⁴ Shibasaki, M.⁵

6
- 0001855867
- doi:10.1002/1521-3757(20010105)113:1<96::AID-ANGE96>3.0.CO;2-B
- Seebach, D.; Beck, A. K.; Heckel, A. Angew. Chem. 2001, 113, 96-142. doi:10.1002/1521-3757(20010105)113:1<96::AID-ANGE96>3.0.CO;2-B
- (2001) Angew. Chem. , vol.113 , pp. 96-142
- Seebach, D.¹ Beck, A.K.² Heckel, A.³

7
- 37649026114
- TADDOLs, their derivatives, and TADDOL analogues: Versatile chiral auxiliaries
- DOI 10.1002/1521-3773(20010105)40:1<92::AID-ANIE92>3.0.CO;2-K
- Angew. Chem., Int. Ed. 2001, 40, 92-138. doi: 10.1002/1521-3773(20010105) 40:1<92::AID-ANIE92>3.0.CO;2-K. (Pubitemid 32111786)
- (2001) Angewandte Chemie - International Edition , vol.40 , Issue.1 , pp. 92-138
- Dearden, A.L.¹ Parsons, S.² Winpenny, R.E.P.³

8
- 0000390176
- doi:10.1002/ange.19961080508
- Braun, M. Angew. Chem. 1996, 108, 565-568. doi:10.1002/ange.19961080508
- (1996) Angew. Chem. , vol.108 , pp. 565-568
- Braun, M.¹

9
- 33748230810
- doi: 10.1002/anie.199605191
- Angew. Chem., Int. Ed. Engl. 1996, 35, 519. doi: 10.1002/anie.199605191.
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 519

10
- 0034602944
- The origin of atropisomerism in 2,2'-bis((1R,2R,4S)-2-hydroxy-1,3,3- trimethylbicyclo[2.2.1]hept-2-yl)-1,1'-biphenyl: Synthesis, structure and energetics
- DOI 10.1016/S0040-4020(99)01077-7, PII S0040402099010777
- Goldfuss, B.; Rominger, F. Tetrahedron 2000, 56, 881-884. doi:10.1016/S0040-4020(99)01077-7 (Pubitemid 30085939)
- (2000) Tetrahedron , vol.56 , Issue.6 , pp. 881-884
- Goldfuss, B.¹ Rominger, F.²

11
- 33644998147
- doi:10.1016/j.tet.2006.01.060
- Lange, D. A.; Neudörfl, J.-M.; Goldfuss, B. Tetrahedron 2006, 62, 3704-3709. doi:10.1016/j.tet.2006.01.060
- (2006) Tetrahedron , vol.62 , pp. 3704-3709
- Lange, D.A.¹ Neudörfl, J.-M.² Goldfuss, B.³

12
- 33845776231
- An exceptional P-H phosphonite: Biphenyl-2,2- bisfenchylchlorophosphite and derived ligands (BIFOPs) in enantioselective copper-catalyzed 1,4-additions
- DOI 10.1186/1860-5397-1-6
- Kop-Weiershausen, T.; Lex, J.; Neudörfl, J.-M.; Goldfuss, B. Beilstein J. Org. Chem. 2005, 1, No. 6. doi:10.1186/1860-5397-1-6 (Pubitemid 44974730)
- (2005) Beilstein Journal of Organic Chemistry , vol.1 , pp. 6
- Kop-Weiershausen, T.¹ Lex, J.² Neudorfl, J.-M.³ Goldfuss, B.⁴

13
- 33745059707
- A superior P-H phosphonite: Asymmetric allylic substitutions with fenchol-based palladium catalysts
- DOI 10.1186/1860-5397-2-7
- Goldfuss, B.; Loschmann, T.; Kop-Weiershausen, T.; Neudörfl, J.; Rominger, F. Beilstein J. Org. Chem. 2006, 2, No. 7. doi:10.1186/1860-5397-2-7 (Pubitemid 43885412)
- (2006) Beilstein Journal of Organic Chemistry , vol.2 , pp. 7
- Goldfuss, B.¹ Loschmann, T.² Kop-Weiershausen, T.³ Neudorfl, J.⁴ Rominger, F.⁵

14
- 25844519011
- Surprising fenchone induced cyclization: Synthesis of the new chiral diol biphenyl-2,2-sulfone-3,3-bisfenchol (BISFOL)
- DOI 10.1016/j.tet.2005.08.089, PII S0040402005014547
- Soki, F.; Neudörfl, J.-M.; Goldfuss, B. Tetrahedron 2005, 61, 10449-10453. doi:10.1016/j.tet.2005.08.089 (Pubitemid 41393735)
- (2005) Tetrahedron , vol.61 , Issue.44 , pp. 10449-10453
- Soki, F.¹ Neudorfl, J.M.² Goldfuss, B.³

15
- 0034602944
- The origin of atropisomerism in 2,2'-bis((1R,2R,4S)-2-hydroxy-1,3,3- trimethylbicyclo[2.2.1]hept-2-yl)-1,1'-biphenyl: Synthesis, structure and energetics
- DOI 10.1016/S0040-4020(99)01077-7, PII S0040402099010777
- Goldfuss, B.; Rominger, F. Tetrahedron 2000, 56, 881-884. doi:10.1016/S0040-4020(99)01077-7 (Pubitemid 30085939)
- (2000) Tetrahedron , vol.56 , Issue.6 , pp. 881-884
- Goldfuss, B.¹ Rominger, F.²

16
- 0000223930
- doi:10.1071/CH99184
- Goldfuss, B.; Eisenträger, F. Aust. J. Chem. 2000, 53, 209-212. doi:10.1071/CH99184
- (2000) Aust. J. Chem. , vol.53 , pp. 209-212
- Goldfuss, B.¹ Eisenträger, F.²

17
- 2242495403
- Homo- and heterochiral alkylzinc fencholates: Linear or nonlinear effects in dialkylzinc additions to benzaldehyde
- DOI 10.1002/1521-3765(20021115)8:22<5211::AID-CHEM5211>3.0.CO;2-S
- Steigelmann, M.; Nisar, Y.; Rominger, F.; Goldfuss, B. Chem.-Eur. J. 2002, 8, 5211-5218. doi:10.1002/1521-3765(20021115)8:22<5211::AID- CHEM5211>3.0.CO;2-S (Pubitemid 35398292)
- (2002) Chemistry - A European Journal , vol.8 , Issue.22 , pp. 5211-5218
- Steigelmann, M.¹ Nisar, Y.² Rominger, F.³ Goldfuss, B.⁴

18
- 0034031069
- doi:10.1002/(SICI)1099-0690(200005)2000:9<1785::AID-EJOC1785>3.0. CO;2-0
- Goldfuss, B.; Steigelmann, M.; Rominger, F. Eur. J. Org. Chem. 2000, 1785-1792. doi:10.1002/(SICI)1099-0690(200005)2000:9<1785::AID-EJOC1785>3. 0.CO;2-0
- (2000) Eur. J. Org. Chem. , pp. 1785-1792
- Goldfuss, B.¹ Steigelmann, M.² Rominger, F.³

19
- 0001167565
- doi:10.1007/s0089400060166
- Goldfuss, B.; Steigelmann, M. J. Mol. Model. 2000, 6, 166-170. doi:10.1007/s0089400060166
- (2000) J. Mol. Model. , vol.6 , pp. 166-170
- Goldfuss, B.¹ Steigelmann, M.²

20
- 0033966986
- Rationalization of enantioselectivities in dialkylzinc additions to benzaldehyde catalyzed by fenchone derivatives
- DOI 10.1021/jo991070v
- Goldfuss, B.; Steigelmann, M.; Khan, S. I.; Houk, K. N. J. Org. Chem. 2000, 65, 77-82. doi:10.1021/jo991070v (Pubitemid 30046357)
- (2000) Journal of Organic Chemistry , vol.65 , Issue.1 , pp. 77-82
- Goldfuss, B.¹ Steigelmann, M.² Khan, S.I.³ Houk, K.N.⁴

21
- 5844376812
- doi:10.1021/om990184u
- Goldfuss, B.; Khan, S. I.; Houk, K. N. Organometallics 1999, 18, 2927-2929. doi:10.1021/om990184u
- (1999) Organometallics , vol.18 , pp. 2927-2929
- Goldfuss, B.¹ Khan, S.I.² Houk, K.N.³

22
- 24944485945
- Organolithiums in enantioselective additions to and carbon-oxygen electrophiles
- DOI 10.1055/s-2005-872107, E13105SS
- Goldfuss, B. Synthesis 2005, 2271-2280. doi:10.1055/s-2005-872107 (Pubitemid 41306157)
- (2005) Synthesis , Issue.14 , pp. 2271-2280
- Goldfuss, B.¹

23
- 21244488196
- A dispensable methoxy group? Phenyl fencholate as a chiral modifier of n-butyllithium
- DOI 10.1002/chem.200500158
- Goldfuss, B.; Steigelmann, M.; Löschmann, T.; Schilling, G.; Rominger, F. Chem.-Eur. J. 2005, 11, 4019-4023. doi:10.1002/chem.200500158 (Pubitemid 40891180)
- (2005) Chemistry - A European Journal , vol.11 , Issue.13 , pp. 4019-4023
- Goldfuss, B.¹ Steigelmann, M.² Loschmann, T.³ Schilling, G.⁴ Rominger, F.⁵

24
- 3943106957
- Enantioselective addition of organolithiums to C=O groups
- Hodgson, D. M., Ed.; Topics in Organometallic Chemistry Springer: Berlin, Germany doi:10.1007/3-540-36117-0-2
- Goldfuss, B. Enantioselective addition of organolithiums to C=O groups. In Organo-lithiums in Enantioselective Synthesis; Hodgson, D. M., Ed.; Topics in Organometallic Chemistry, Vol. 5; Springer: Berlin, Germany, 2003; pp 21-36. doi:10.1007/3-540-36117-0-2
- (2003) Organo-lithiums in Enantioselective Synthesis , vol.5 , pp. 21-36
- Goldfuss, B.¹

25
- 0035886831
- Chiral modular n-butyllithium aggregates: nBuLi complexes with anisyl fencholates
- DOI 10.1002/1521-3765(20011015)7:20<4456::AID-CHEM4456>3.0.CO;2-S
- Goldfuss, B.; Steigelmann, M.; Rominger, F.; Urtel, H. Chem.-Eur. J. 2001, 7, 4456-4464. doi:10.1002/1521-3765(20011015)7:20<4456::AID- CHEM4456>3.0.CO;2-S (Pubitemid 33009338)
- (2001) Chemistry - A European Journal , vol.7 , Issue.20 , pp. 4456-4464
- Goldfuss, B.¹ Steigelmann, M.² Rominger, F.³ Urtel, H.⁴

26
- 0011723669
- doi:10.1002/1521-3757(20001117)112:22<4299::AID-ANGE4299>3.0.CO;2-O
- Goldfuss, B.; Steigelmann, M.; Rominger, F. Angew. Chem. 2000, 112, 4299-4302. doi:10.1002/1521-3757(20001117)112:22<4299::AID-ANGE4299>3.0. CO;2-O
- (2000) Angew. Chem. , vol.112 , pp. 4299-4302
- Goldfuss, B.¹ Steigelmann, M.² Rominger, F.³

27
- 0034680550
- doi: 10.1002/1521-3773(20001117)39:22<4133::AID-ANIE4133>3.0.CO;2-X
- Angew. Chem. Int. Ed. 2000, 112, 4133-4436. doi: 10.1002/1521- 3773(20001117)39:22<4133::AID-ANIE4133>3.0.CO;2-X.
- (2000) Angew. Chem. Int. Ed. , vol.112 , pp. 4133-4436

28
- 8344230688
- doi:10.1002/chem.200400273
- Goldfuss, B.; Löschmann, T.; Rominger, F. Chem.-Eur. J. 2004, 10, 5422-5431. doi:10.1002/chem.200400273
- (2004) Chem.-Eur. J. , vol.10 , pp. 5422-5431
- Goldfuss, B.¹ Löschmann, T.² Rominger, F.³

29
- 0037450996
- Improved addition of organolithium reagents to hindered and/or enolisable ketones
- DOI 10.1016/S0040-4020(03)00189-3
- Lecomte, V.; Stéphan, E.; Le Bideau, F.; Jaouen, G. Tetrahedron 2003, 59, 2169-2176. doi:10.1016/S0040-4020(03)00189-3 (Pubitemid 36287404)
- (2003) Tetrahedron , vol.59 , Issue.12 , pp. 2169-2176
- Lecomte, V.¹ Stephan, E.² Le Bideau, F.³ Jaouen, G.⁴

30
- 0034023806
- First example of axial selectivity in the nucleophilic addition to (-)-menthone-addition of cyanomethyl lithium
- DOI 10.1016/S0957-4166(00)00099-9, PII S0957416600000999
- Dimitrov, V.; Panev, S. Tetrahedron: Asymmetry 2000, 11, 1513-1516. doi:10.1016/S0957-4166(00)00099-9 (Pubitemid 30316383)
- (2000) Tetrahedron Asymmetry , vol.11 , Issue.7 , pp. 1513-1516
- Dimitrov, V.¹ Panev, S.²

31
- 33847800833
- doi:10.1021/cr60296a005
- Ashby, E. C.; Laemmle, J. T. Chem. Rev. 1975, 75, 521-546. doi:10.1021/cr60296a005
- (1975) Chem. Rev. , vol.75 , pp. 521-546
- Ashby, E.C.¹ Laemmle, J.T.²

32
- 0003550131
- Georg Thieme Verlag: Stuttgart, New York
- Tietze, L. F.; Eicher, T. Reaktionen und Synthesen im organischchemischen Praktikum; Georg Thieme Verlag: Stuttgart, New York, 1991; p 265.
- (1991) Reaktionen und Synthesen im Organischchemischen Praktikum , pp. 265
- Tietze, L.F.¹ Eicher, T.²

33
- 0037167067
- Stereoselective synthesis of (6R)- and (6S)-diosphenol and -diosphenol
- DOI 10.1016/S0040-4020(02)00492-1, PII S0040402002004921
- Schneider, D. F.; Viljoen, M. S. Tetrahedron 2002, 58, 5307-5315. doi:10.1016/S0040-4020(02)00492-1 (Pubitemid 34663813)
- (2002) Tetrahedron , vol.58 , Issue.26 , pp. 5307-5315
- Schneider, D.F.¹ Viljoen, M.S.²

34
- 0001657825
- doi:10.1016/S0022-328X(00)87089-8
- Neugebauer, W.; Kos, A. J.; Schleyer, P. R. J. Organomet. Chem. 1982, 228, 107-118. doi:10.1016/S0022-328X(00)87089-8
- (1982) J. Organomet. Chem. , vol.228 , pp. 107-118
- Neugebauer, W.¹ Kos, A.J.² Schleyer, P.R.³

35
- 21244474157
- doi:10.1039/c39820001184
- Schubert, U.; Neugebauer, W.; Schleyer, P. R. J. Chem. Soc., Chem. Commun. 1982, 1184-1185. doi:10.1039/c39820001184
- (1982) J. Chem. Soc., Chem. Commun. , pp. 1184-1185
- Schubert, U.¹ Neugebauer, W.² Schleyer, P.R.³

36
- 84876119980
- Dr.
- X-ray analyses were performed by Dr. J.-M. Neudörfl.
- X-ray Analyses were Performed
- Neudörfl, J.-M.¹

37
- 33749532049
- Gaussian 03 Gaussian, Inc.: Wallingford, CT
- Gaussian 03. Revision C.02; Gaussian, Inc.: Wallingford, CT, 2004.
- (2004) Revision C.02

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.