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Volumn 49, Issue 38, 2010, Pages 6798-6801

An isolable mixed P,S-Bis(ylide) as an asymmetric carbon Atom source

Author keywords

Carbon; Phosphorus; Reaction intermediates; Sulfur; Ylides

Indexed keywords

ASYMMETRIC CARBONS; ATOMIC CARBON SOURCE; REACTION INTERMEDIATE; YLIDES;

EID: 77956605163     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201002833     Document Type: Article
Times cited : (27)

References (60)
  • 5
    • 33646504421 scopus 로고    scopus 로고
    • (Eds.: R. A. Moss, M. S. Platz, M. Jones, Jr.), Wiley, New York, chap. 8
    • b) P. B. Shevlin, Reactive Intermediate chemistry (Eds.: R. A. Moss, M. S. Platz, M. Jones, Jr.), Wiley, New York, 2004, chap. 8, pp. 463-500.
    • (2004) Reactive Intermediate Chemistry , pp. 463-500
    • Shevlin, P.B.1
  • 7
    • 33845506629 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 8038-8042;
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 8038-8042
  • 12
    • 50149113463 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3206-3209;
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3206-3209
  • 14
    • 51249113510 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 5411-5414;
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5411-5414
  • 16
    • 47949083075 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3210-3214;
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3210-3214
  • 18
    • 50149107165 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 4057-4061.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4057-4061
  • 20
    • 0037099272 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 2576-2578.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 2576-2578
  • 21
    • 0030034075 scopus 로고    scopus 로고
    • For reviews on ylides and carbodiphosphoranes, see: a
    • For reviews on ylides and carbodiphosphoranes, see: a) O. I. Kolodiazhnyi, Tetrahedron 1996, 52, 1855-1929;
    • (1996) Tetrahedron , vol.52 , pp. 1855-1929
    • Kolodiazhnyi, O.I.1
  • 22
    • 0003397099 scopus 로고
    • (Ed.: A. W. Johnson), Wiley, New York
    • b) Ylides and Imines of Phosphorus (Ed.: A. W. Johnson), Wiley, New York, 1993;
    • (1993) Ylides and Imines of Phosphorus
  • 26
    • 36849028294 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 9078-9080.
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 9078-9080
  • 27
    • 31544461484 scopus 로고    scopus 로고
    • (Ed.: P.J. Murphy), Oxford University Press, Oxford
    • a) A. D. Abell, M. K. Edmonds, Organophosphorus Reagents (Ed.: P.J. Murphy), Oxford University Press, Oxford, 2004, pp. 99-127:
    • (2004) Organophosphorus Reagents , pp. 99-127
    • Abell, A.D.1    Edmonds, M.K.2
  • 30
  • 32
    • 24644434994 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 5468-5471.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 5468-5471
  • 33
    • 77956568513 scopus 로고    scopus 로고
    • For the crystal data of 2, 3, and 4a, see the Supporting Information. CCDC 774845 (2), CCDC 774846 (3), and CCDC 774847 (4a) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • For the crystal data of 2, 3, and 4a, see the Supporting Information. CCDC 774845 (2), CCDC 774846 (3), and CCDC 774847 (4a) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www. ccdc.cam.aauk/data- request/cif.
  • 37
    • 33746274685 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 2598-2601;
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 2598-2601
  • 39
    • 33751208630 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 7447-7450.
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 7447-7450
  • 45
    • 77956601800 scopus 로고    scopus 로고
    • The optimization at the B3LYP/6-31 + G(d, p) level of calculation leads to a PCS bond angle of 115.0°
    • The optimization at the B3LYP/6-31 + G(d, p) level of calculation leads to a PCS bond angle of 115.0°.
  • 47
    • 77956570088 scopus 로고    scopus 로고
    • In general, the oxaphosphetanes derived from CDPs are stable at room temperature and their decomposition to achieve Wittigtype reactions requires a thermal activation. See Ref. [7].
    • In general, the oxaphosphetanes derived from CDPs are stable at room temperature and their decomposition to achieve Wittigtype reactions requires a thermal activation. See Ref. [7].
  • 51
    • 33947094631 scopus 로고
    • Reviews on vinylidene carbenes, see: a
    • Reviews on vinylidene carbenes, see: a) P. Stang, Chem. Rev. 1978, 78, 383-405;
    • (1978) Chem. Rev. , vol.78 , pp. 383-405
    • Stang, P.1
  • 53
    • 0037666581 scopus 로고    scopus 로고
    • c) W. Kirmse, Angew. Chem. 1997, 109, 1212-1218;
    • (1997) Angew. Chem. , vol.109 , pp. 1212-1218
    • Kirmse, W.1
  • 55
    • 0001598363 scopus 로고
    • For the copper(T)-mediated dimerization of α-halovinylzinc, see : a
    • For the copper(T)-mediated dimerization of α-halovinylzinc, see : a) P. A. Morken, P. C. Bachand, D. C. Swenson, D. J. Burton, J. Am. Chem. Soc. 1993, 115, 5430-5439:
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 5430-5439
    • Morken, P.A.1    Bachand, P.C.2    Swenson, D.C.3    Burton, D.J.4
  • 57
    • 3643133103 scopus 로고
    • For the dimerization of vinyl sulfonium ylide-copper(I) complexes, see
    • For the dimerization of vinyl sulfonium ylide-copper(I) complexes, see: H. Westmijze, J. Meijer, P. Vermeer, Tetrahedron Lett. 1975, 16, 2923-2924.
    • (1975) Tetrahedron Lett. , vol.16 , pp. 2923-2924
    • Westmijze, H.1    Meijer, J.2    Vermeer, P.3
  • 58
    • 45849090413 scopus 로고    scopus 로고
    • A similar type of reactions of vinyl sulfonium salts with anionic species have already been described: a
    • A similar type of reactions of vinyl sulfonium salts with anionic species have already been described: a) M. G. Unthank, B. Tavassoli, V. K. Aggarwal, Org. Lett. 2008, 10, 1501 -1504;
    • (2008) Org. Lett. , vol.10 , pp. 1501-1504
    • Unthank, M.G.1    Tavassoli, B.2    Aggarwal, V.K.3
  • 60
    • 45549086270 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3784-3786.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3784-3786


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.