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Volumn 128, Issue 25, 2006, Pages 8126-8127

Total synthesis and absolute stereochemical assignment of (+)- and (-)-galbulimima alkaloid 13

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; GALBULIMIMA ALKALOID 13; HIMBACINE; PLANT EXTRACT; UNCLASSIFIED DRUG;

EID: 33745648316     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0626180     Document Type: Article
Times cited : (64)

References (31)
  • 1
    • 33745647065 scopus 로고    scopus 로고
    • note
    • (a) The structures for 2 and 3 shown in Figure 1 are antipodal to the originally described structures.
  • 13
    • 1642328227 scopus 로고    scopus 로고
    • (b) Unpublished X-ray data of himandrine hydrogen bromide have suggested a reversal of its originally assigned absolute stereochemistry; see ref 2 in O'Connor, P. D.; Mander, L. N.; McLachlan, M. M. W. Org Lett. 2004, 6, 703.
    • (2004) Org Lett. , vol.6 , pp. 703
    • O'Connor, P.D.1    Mander, L.N.2    McLachlan, M.M.W.3
  • 17
    • 33745646827 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for details.
  • 29
    • 0034625897 scopus 로고    scopus 로고
    • 1H NMR spectroscopy revealed an initial hydrolysis to the corresponding C16 ketone followed by oxidation to the desired C16 enone; see: Nicolaou, K. C.; Zhong, Y.-L.; Baran, P. S. J. Am. Chem. Soc. 2000, 122, 7596.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 7596
    • Nicolaou, K.C.1    Zhong, Y.-L.2    Baran, P.S.3
  • 31
    • 33745677067 scopus 로고    scopus 로고
    • note
    • This addition occurs spontaneously for the 2-epi-diastereomer, giving 2-epi-16-oxohimgaline. See Supporting Information for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.