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Volumn 73, Issue 5, 2008, Pages 1946-1953

Investigation of an organomagnesium-based [3 + 3] annelation to pyrans and its application in the synthesis of rhopaloic acid A

Author keywords

[No Author keywords available]

Indexed keywords

METHALLYL ALCOHOL; NATURAL PRODUCT; RHOPALOIC ACID;

EID: 41149154594     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo702620e     Document Type: Article
Times cited : (28)

References (31)
  • 1
    • 18444378413 scopus 로고    scopus 로고
    • For reviews of [3 + 3] approaches to heterocycle systems see: (a) Harrity, J. P. A.; Provoost, O. Org. Biomol. Chem. 2005, 1349.
    • For reviews of [3 + 3] approaches to heterocycle systems see: (a) Harrity, J. P. A.; Provoost, O. Org. Biomol. Chem. 2005, 1349.
  • 19
    • 35949004350 scopus 로고    scopus 로고
    • For a recent example of the preparation and use of cyclic magnesium alkoxides see
    • For a recent example of the preparation and use of cyclic magnesium alkoxides see: Fleming, F. F.; Gudipati, S.; Vu, V. A.; Mycka, R. J.; Knochel, P. Org. Lett. 2007, 9, 4507.
    • (2007) Org. Lett , vol.9 , pp. 4507
    • Fleming, F.F.1    Gudipati, S.2    Vu, V.A.3    Mycka, R.J.4    Knochel, P.5
  • 20
    • 41149163448 scopus 로고    scopus 로고
    • 3N, cat. DMAP), see the Experimental Section for details.
    • 3N, cat. DMAP), see the Experimental Section for details.
  • 29
    • 18744386668 scopus 로고    scopus 로고
    • For a recent enantioselective synthesis of related hippospongic acid A and lead references see
    • For a recent enantioselective synthesis of related hippospongic acid A and lead references see: Trost, B. M.; Machacek, M. R.; Tsui, H. C. J. Am. Chem. Soc. 2005, 127, 7014.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 7014
    • Trost, B.M.1    Machacek, M.R.2    Tsui, H.C.3
  • 30
    • 0000526264 scopus 로고    scopus 로고
    • This result was obtained with use of aged catalyst. The employment of freshly prepared Wilkinson's catalyst resulted in a significantly slower reaction, albeit with better levels of selectivity. For a mechanistic study and lead references see: Evans, D. A, Fu, G. C, Anderson, B. A. J. Am. Chem. Soc. 1992, 114, 6679
    • This result was obtained with use of aged catalyst. The employment of freshly prepared Wilkinson's catalyst resulted in a significantly slower reaction, albeit with better levels of selectivity. For a mechanistic study and lead references see: Evans, D. A.; Fu, G. C.; Anderson, B. A. J. Am. Chem. Soc. 1992, 114, 6679.
  • 31
    • 0000483849 scopus 로고    scopus 로고
    • Complementary diastereofacial selectivities in catalyzed and non-catalyzed alkene hydroboration reactions are well documented. For a discussion see: Burgess, K, van der Donk, W. A, Jarstfer, M. B, Ohlmeyer, M. J. J. Am. Chem. Soc. 1991, 113, 6139
    • Complementary diastereofacial selectivities in catalyzed and non-catalyzed alkene hydroboration reactions are well documented. For a discussion see: Burgess, K.; van der Donk, W. A.; Jarstfer, M. B.; Ohlmeyer, M. J. J. Am. Chem. Soc. 1991, 113, 6139.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.