SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 54, Issue 17, 2015, Pages 5079-5083

Biomimetic Total Synthesis of Santalin Y

(6) Strych, Sebastian a Journot, Guillaume a Pemberton, Ryan P b Wang, Selina C b Tantillo, Dean J b Trauner, Dirk a

a UNIVERSITY OF MUNICH (Germany)

b UNIVERSITY OF CALIFORNIA (United States)

Author keywords

biomimetic synthesis; dipolar cycloaddition; polyphenols; racemic natural products; total synthesis

Indexed keywords

BIOMIMETIC PROCESSES; BIOMIMETICS; CYCLOADDITION; FRIEDEL-CRAFTS REACTION; MOLECULES;

BIOMIMETIC SYNTHESIS; DIPOLAR CYCLOADDITIONS; NATURAL PRODUCTS; POLYPHENOLS; TOTAL SYNTHESIS;

SYNTHESIS (CHEMICAL);

BENZOPYRAN DERIVATIVE; BIOLOGICAL PRODUCT; FUSED HETEROCYCLIC RINGS; SANTALIN Y;

BIOMIMETICS; CHEMISTRY; CONFORMATION; CYCLOADDITION; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

BENZOPYRANS; BIOLOGICAL PRODUCTS; BIOMIMETICS; CRYSTALLOGRAPHY, X-RAY; CYCLOADDITION REACTION; HETEROCYCLIC COMPOUNDS WITH 4 OR MORE RINGS; MOLECULAR CONFORMATION; STEREOISOMERISM;

EID: 84927731089 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201411350 Document Type: Article

Times cited : (46)

References (47)

1
- 33947293332
- O. L. Chapman, M. R. Engel, J. P. Springer, J. C. Clardy, J. Am. Chem. Soc. 1971, 93, 6696-6698.
- (1971) J. Am. Chem. Soc. , vol.93 , pp. 6696-6698
- Chapman, O.L.¹ Engel, M.R.² Springer, J.P.³ Clardy, J.C.⁴

2
- 0000635846
- K. C. Nicolaou, N. A. Petasis, J. Uenishi, R. E. Zipkin, J. Am. Chem. Soc. 1982, 104, 5557-5558
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 5557-5558
- Nicolaou, K.C.¹ Petasis, N.A.² Uenishi, J.³ Zipkin, R.E.⁴

3
- 0000635846
- K. C. Nicolaou, N. A. Petasis, R. E. Zipkin, J. Am. Chem. Soc. 1982, 104, 5560-5562
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 5560-5562
- Nicolaou, K.C.¹ Petasis, N.A.² Zipkin, R.E.³

4
- 0001225884
- K. C. Nicolaou, N. A. Petasis, R. E. Zipkin, J. Uenishi, J. Am. Chem. Soc. 1982, 104, 5555-5557
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 5555-5557
- Nicolaou, K.C.¹ Petasis, N.A.² Zipkin, R.E.³ Uenishi, J.⁴

5
- 0000510718
- K. C. Nicolaou, R. E. Zipkin, N. A. Petasis, J. Am. Chem. Soc. 1982, 104, 5558-5560.
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 5558-5560
- Nicolaou, K.C.¹ Zipkin, R.E.² Petasis, N.A.³

6
- 47749100518
- J.-P. Lumb, K. C. Choong, D. Trauner, J. Am. Chem. Soc. 2008, 130, 9230-9231.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 9230-9231
- Lumb, J.-P.¹ Choong, K.C.² Trauner, D.³

7
- 84859572143
- V. Sofiyev, J.-P. Lumb, M. Volgraf, D. Trauner, Chemistry 2012, 18, 4999-5005
- (2012) Chemistry , vol.18 , pp. 4999-5005
- Sofiyev, V.¹ Lumb, J.-P.² Volgraf, M.³ Trauner, D.⁴

8
- 49949089657
- M. Volgraf, J.-P. Lumb, H. C. Brastianos, G. Carr, M. K. W. Chung, M. Muenzel, A. G. Mauk, R. J. Andersen, D. Trauner, Nat. Chem. Biol. 2008, 4, 535-537.
- (2008) Nat. Chem. Biol. , vol.4 , pp. 535-537
- Volgraf, M.¹ Lumb, J.-P.² Brastianos, H.C.³ Carr, G.⁴ Chung, M.K.W.⁵ Muenzel, M.⁶ Mauk, A.G.⁷ Andersen, R.J.⁸ Trauner, D.⁹

9
- 84875866470
- S. L. Drew, A. L. Lawrence, M. S. Sherburn, Angew. Chem. Int. Ed. 2013, 52, 4221-4224
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 4221-4224
- Drew, S.L.¹ Lawrence, A.L.² Sherburn, M.S.³

10
- 84889669727
- Angew. Chem. 2013, 125, 4315-4318.
- (2013) Angew. Chem. , vol.125 , pp. 4315-4318

11
- 33744707421
- A. Arnone, L. Camarda, L. Merlini, G. Nasini, J. Chem. Soc. Perkin Trans. 1 1975, 186-193
- (1975) J. Chem. Soc. Perkin Trans. 1 , pp. 186-193
- Arnone, A.¹ Camarda, L.² Merlini, L.³ Nasini, G.⁴

12
- 37049094559
- A. Arnone, L. Camarda, L. Merlini, G. Nasini, J. Chem. Soc. Perkin Trans. 1 1977, 2118-2122
- (1977) J. Chem. Soc. Perkin Trans. 1 , pp. 2118-2122
- Arnone, A.¹ Camarda, L.² Merlini, L.³ Nasini, G.⁴

13
- 33744647605
- A. Arnone, L. Camarda, L. Merlini, G. Nasini, D. A. H. Taylor, J. Chem. Soc. Perkin Trans. 1 1977, 2116-2118.
- (1977) J. Chem. Soc. Perkin Trans. 1 , pp. 2116-2118
- Arnone, A.¹ Camarda, L.² Merlini, L.³ Nasini, G.⁴ Taylor, D.A.H.⁵

14
- 85047673233
- J. Kinjo, H. Uemura, T. Nohara, M. Yamashita, N. Marubayashi, K. Yoshihira, Tetrahedron Lett. 1995, 36, 5599-5602.
- (1995) Tetrahedron Lett. , vol.36 , pp. 5599-5602
- Kinjo, J.¹ Uemura, H.² Nohara, T.³ Yamashita, M.⁴ Marubayashi, N.⁵ Yoshihira, K.⁶

15
- 84890165037
- Y. M. Poronik, G. Clermont, M. Blanchard-Desce, D. T. Gryko, J. Org. Chem. 2013, 78, 11721-11732
- (2013) J. Org. Chem. , vol.78 , pp. 11721-11732
- Poronik, Y.M.¹ Clermont, G.² Blanchard-Desce, M.³ Gryko, D.T.⁴

16
- 33646911119
- Y. M. Poronik, M. P. Shandura, Y. P. Kovtun, Dyes Pigm. 2007, 72, 199-207
- (2007) Dyes Pigm. , vol.72 , pp. 199-207
- Poronik, Y.M.¹ Shandura, M.P.² Kovtun, Y.P.³

17
- 0041888522
- H. Sigmund, W. Pfleiderer, Helv. Chim. Acta 2003, 86, 2299-2334
- (2003) Helv. Chim. Acta , vol.86 , pp. 2299-2334
- Sigmund, H.¹ Pfleiderer, W.²

18
- 84883219908
- S. Strych, D. Trauner, Angew. Chem. Int. Ed. 2013, 52, 9509-9512
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 9509-9512
- Strych, S.¹ Trauner, D.²

19
- 85028196890
- Angew. Chem. 2013, 125, 9687-9690.
- (2013) Angew. Chem. , vol.125 , pp. 9687-9690

20
- 33745383952
- B. Gerard, S. Sangji, D. J. O'Leary, J. A. Porco, Jr., J. Am. Chem. Soc. 2006, 128, 7754-7755.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 7754-7755
- Gerard, B.¹ Sangji, S.² O'Leary, D.J.³ Porco, J.A.⁴

21
- 33845471185
- R. P. Lutz, Chem. Rev. 1984, 84, 205-247
- (1984) Chem. Rev. , vol.84 , pp. 205-247
- Lutz, R.P.¹

22
- 84876680367
- J. Rehbein, M. Hiersemann, Synthesis 2013, 45, 1121-1159
- (2013) Synthesis , vol.45 , pp. 1121-1159
- Rehbein, J.¹ Hiersemann, M.²

23
- 36949037942
- K. C. Majumdar, S. Alam, B. Chattopadhyay, Tetrahedron 2008, 64, 597-643.
- (2008) Tetrahedron , vol.64 , pp. 597-643
- Majumdar, K.C.¹ Alam, S.² Chattopadhyay, B.³

24
- 0037187817
- A. N. Bader, F. Ariese, C. Gooijer, J. Phys. Chem. A 2002, 106, 2844-2849
- (2002) J. Phys. Chem. A , vol.106 , pp. 2844-2849
- Bader, A.N.¹ Ariese, F.² Gooijer, C.³

25
- 0347553771
- P.-T. Chou, J. Chin. Chem. Soc. 2001, 48, 651-682.
- (2001) J. Chin. Chem. Soc. , vol.48 , pp. 651-682
- Chou, P.-T.¹

26
- 79958185446
- J. Alemán, A. Parra, H. Jiang, K. A. Jorgensen, Chem. Eur. J. 2011, 17, 6890-6899
- (2011) Chem. Eur. J. , vol.17 , pp. 6890-6899
- Alemán, J.¹ Parra, A.² Jiang, H.³ Jorgensen, K.A.⁴

27
- 44349168328
- S. J. Connon, Chem. Commun. 2008, 2499-2510
- (2008) Chem. Commun. , pp. 2499-2510
- Connon, S.J.¹

28
- 84927673693
- Georg Thieme Verlag
- T. Inokuma, Y. Takemoto, Science of Synthesis, Asymmetric Organocatalysis, Vol. 2, Georg Thieme Verlag, 2012, pp. 437-497
- (2012) Science of Synthesis, Asymmetric Organocatalysis , vol.2 , pp. 437-497
- Inokuma, T.¹ Takemoto, Y.²

29
- 85032628801
- Georg Thieme Verlag
- H. B. Jang, J. S. Oh, C. E. Song, Science of Synthesis, Asymmetric Organocatalysis, Vol. 2, Georg Thieme Verlag, 2012, pp. 119-168
- (2012) Science of Synthesis, Asymmetric Organocatalysis , vol.2 , pp. 119-168
- Jang, H.B.¹ Oh, J.S.² Song, C.E.³

30
- 61849117439
- A. Lattanzi, Chem. Commun. 2009, 1452-1463
- (2009) Chem. Commun. , pp. 1452-1463
- Lattanzi, A.¹

31
- 70349904154
- X. Liu, L. Lin, X. Feng, Chem. Commun. 2009, 6145-6158
- (2009) Chem. Commun. , pp. 6145-6158
- Liu, X.¹ Lin, L.² Feng, X.³

32
- 53549091362
- H. Miyabe, Y. Takemoto, Bull. Chem. Soc. Jpn. 2008, 81, 785-795
- (2008) Bull. Chem. Soc. Jpn. , vol.81 , pp. 785-795
- Miyabe, H.¹ Takemoto, Y.²

33
- 84885102458
- O. V. Serdyuk, C. M. Heckel, S. B. Tsogoeva, Org. Biomol. Chem. 2013, 11, 7051-7071
- (2013) Org. Biomol. Chem. , vol.11 , pp. 7051-7071
- Serdyuk, O.V.¹ Heckel, C.M.² Tsogoeva, S.B.³

34
- 33845220042
- T. Marcelli, J. H. van Maarseveen, H. Hiemstra, Angew. Chem. Int. Ed. 2006, 45, 7496-7504
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 7496-7504
- Marcelli, T.¹ Van Maarseveen, J.H.² Hiemstra, H.³

35
- 34347258004
- Angew. Chem. 2006, 118, 7658-7666
- (2006) Angew. Chem. , vol.118 , pp. 7658-7666

36
- 33746277515
- S. J. Connon, Chem. Eur. J. 2006, 12, 5418-5427
- (2006) Chem. Eur. J. , vol.12 , pp. 5418-5427
- Connon, S.J.¹

37
- 29844448114
- Y. Takemoto, Org. Biomol. Chem. 2005, 3, 4299-4306
- (2005) Org. Biomol. Chem. , vol.3 , pp. 4299-4306
- Takemoto, Y.¹

38
- 0346865819
- P. R. Schreiner, Chem. Soc. Rev. 2003, 32, 289-296.
- (2003) Chem. Soc. Rev. , vol.32 , pp. 289-296
- Schreiner, P.R.¹

39
- 0142072631
- T. Okino, Y. Hoashi, Y. Takemoto, J. Am. Chem. Soc. 2003, 125, 12672-12673.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 12672-12673
- Okino, T.¹ Hoashi, Y.² Takemoto, Y.³

40
- 0037165402
- P. R. Schreiner, A. Wittkopp, Org. Lett. 2002, 4, 217-220.
- (2002) Org. Lett. , vol.4 , pp. 217-220
- Schreiner, P.R.¹ Wittkopp, A.²

41
- 79952130294
- Wallingford CT
- Gaussian 09 (Revision B.01), M. J. Frisch, et al., Wallingford CT, 2009.
- (2009) Gaussian 09 (Revision B.01)
- Frisch, M.J.¹

42
- 43049141516
- Y. Zhao, D. Truhlar, Theor. Chem. Acc. 2008, 120, 215-241.
- (2008) Theor. Chem. Acc. , vol.120 , pp. 215-241
- Zhao, Y.¹ Truhlar, D.²

43
- 65249135879
- A. V. Marenich, C. J. Cramer, D. G. Truhlar, J. Phys. Chem. B 2009, 113, 6378-6396.
- (2009) J. Phys. Chem. B , vol.113 , pp. 6378-6396
- Marenich, A.V.¹ Cramer, C.J.² Truhlar, D.G.³

44
- 0032253961
- D. J. Tantillo, J. Chen, K. N. Houk, Curr. Opin. Chem. Biol. 1998, 2, 743-750.
- (1998) Curr. Opin. Chem. Biol. , vol.2 , pp. 743-750
- Tantillo, D.J.¹ Chen, J.² Houk, K.N.³

45
- 39349101405
- S. C. Wang, D. J. Tantillo, J. Org. Chem. 2008, 73, 1516-1523
- (2008) J. Org. Chem. , vol.73 , pp. 1516-1523
- Wang, S.C.¹ Tantillo, D.J.²

46
- 84891694750
- P. P. Painter, R. P. Pemberton, B. M. Wong, K. C. Ho, D. J. Tantillo, J. Org. Chem. 2014, 79, 432-435
- (2014) J. Org. Chem. , vol.79 , pp. 432-435
- Painter, P.P.¹ Pemberton, R.P.² Wong, B.M.³ Ho, K.C.⁴ Tantillo, D.J.⁵

47
- 84888343954
- E. H. Krenske, A. Patel, K. N. Houk, J. Am. Chem. Soc. 2013, 135, 17638-17642.
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 17638-17642
- Krenske, E.H.¹ Patel, A.² Houk, K.N.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.