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Volumn 10, Issue 6, 2008, Pages 1211-1214

Highly enantioselective aldol reactions catalyzed by a recyclable fluorous (S) pyrrolidine sulfonamide on water

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EID: 49549107813     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800074z     Document Type: Article
Times cited : (144)

References (62)
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    • For a debate regarding organo catalyzed reactions in aqueous environ ment, see
    • (a) For a debate regarding organo catalyzed reactions in aqueous environ ment, see: Brogan, A. P.; Dickerson, T. J.; Janda, K. D. Angew. Chem., Int. Ed. 2006, 45, 8100.
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  • 14
    • 0037012379 scopus 로고    scopus 로고
    • For examples of organo catalyzed aldol reactions in aqueous environ ment, see: (a) Dickerson, T. J, Janda, K. D. J. Am. Chem. Soc. 2002, 124, 3220
    • (a) For examples of organo catalyzed aldol reactions in aqueous environ ment, see: (a) Dickerson, T. J.; Janda, K. D. J. Am. Chem. Soc. 2002, 124, 3220.
  • 31
    • 33646142092 scopus 로고    scopus 로고
    • For examples of organo catalyzed Michael reactions in aqueous environment, see: Mase, N, Watanabe, K, Yoda, H, Takabe, K, Tanaka, F, Barbas, C. F, III. J. Am. Chem. Soc. 2006, 128, 4966
    • (a) For examples of organo catalyzed Michael reactions in aqueous environment, see: Mase, N.; Watanabe, K.; Yoda, H.; Takabe, K.; Tanaka, F.; Barbas, C. F., III. J. Am. Chem. Soc. 2006, 128, 4966.
  • 39
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    • For examples dealing with organocatalyst recycling using ionic liquid and solid support, see
    • (a) For examples dealing with organocatalyst recycling using ionic liquid and solid support, see: Benaglia, M.; Celentano, G.; Cozzi, F. Adv. Synth. Catal. 2001, 343, 171.
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    • Benaglia, M.1    Celentano, G.2    Cozzi, F.3
  • 47
    • 33746620447 scopus 로고    scopus 로고
    • For examples dealing with organo catalyst recycling using fluorous techniques, see
    • (a) For examples dealing with organo catalyst recycling using fluorous techniques, see: Zu, L.; Wang, J.; Li, H.; Wang, W. Org. Lett. 2006, 8, 3077.
    • (2006) Org. Lett , vol.8 , pp. 3077
    • Zu, L.1    Wang, J.2    Li, H.3    Wang, W.4
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    • For selected reviews regarding fluorous chemistry, see
    • (a) For selected reviews regarding fluorous chemistry, see: Curran, D. P. Synlett 2001, 1488.
    • (2001) Synlett , pp. 1488
    • Curran, D.P.1
  • 55
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    • For selected examples of fluorous strategy for organometallic catalyst recovery and reuse, see: a
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    • Yao, Q.1    Zhang, Y.2
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    • To our knowledge, there are only two examples of organo catalyzed asymmetric aldol reactions involved in the formation of stereogenic quaternary carbon centers by Barbas and co-workers and us: Mase, N.; Tanaka, F.; Barbas, C. F., III. Angew. Chem., Int. Ed. 2004, 43, 2420 and ref 11. It is noted that a much shorter reaction time (2 h) for the same reaction is observed in the study reported by Barbas.
    • (a) To our knowledge, there are only two examples of organo catalyzed asymmetric aldol reactions involved in the formation of stereogenic quaternary carbon centers by Barbas and co-workers and us: Mase, N.; Tanaka, F.; Barbas, C. F., III. Angew. Chem., Int. Ed. 2004, 43, 2420 and ref 11. It is noted that a much shorter reaction time (2 h) for the same reaction is observed in the study reported by Barbas.


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