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Volumn 136, Issue 39, 2014, Pages 13618-13621

Pd-catalyzed asymmetric intermolecular hydroalkoxylation of allene: An entry to cyclic acetals with activating group-free and flexible anomeric control

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CATALYSIS;

EID: 84949116892     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja508587f     Document Type: Article
Times cited : (82)

References (47)
  • 11
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    • For a seminal study describing the oxacycle synthesis by way of the ring closing metathesis of cyclic acetals, see: Fu, G. C.; Grubbs, R. H. J. Am. Chem. Soc. 1992, 114, 5426
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5426
    • Fu, G.C.1    Grubbs, R.H.2
  • 16
    • 84949121964 scopus 로고    scopus 로고
    • For some examples on the use of Pd-catalyzed allylic substitution in stereodivergent glycosylation, see: O'Douherty, G. A. Advances in Carbohydrate Chemistry and Biochemistry; Derek, H., Ed.; Academic Press: New York, 2013; Vol. 69, pp 55. Also see
    • (2013) Advances in Carbohydrate Chemistry and Biochemistry , vol.69 , pp. 55
    • O'Douherty, G.A.1
  • 18
    • 84903194662 scopus 로고    scopus 로고
    • For a recent example describing stereoselective ring-closing glycosylation, see: Liu, H.; Li, X. J. Org. Chem. 2014, 79, 5834
    • (2014) J. Org. Chem. , vol.79 , pp. 5834
    • Liu, H.1    Li, X.2
  • 41
    • 84885952149 scopus 로고    scopus 로고
    • The structure of compound 14a was unambiguously confirmed by an alternative synthesis starting from known the acetyl derivative of ent-14a (R = Ac) by deacetylation and the subsequent MEM protection (see the SI). For the reference, see: Chen, P.; Lin, L. Tetrahedron 2013, 69, 10045
    • (2013) Tetrahedron , vol.69 , pp. 10045-10114
    • Chen, P.1    Lin, L.2
  • 42
    • 0033583714 scopus 로고    scopus 로고
    • For an early example describing a similar effect of toluene in the Pd-catalyzed asymmetric allylic substitution with phenol, see: Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 4545
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 4545
    • Trost, B.M.1    Toste, F.D.2
  • 43
    • 22144485945 scopus 로고    scopus 로고
    • For a related report on the racemic synthesis of dihydroxylated cyclic acetals, see Yu, X. M.; Han, H.; Blagg, B. S. J. J. Org. Chem. 2005, 70, 5599
    • (2005) J. Org. Chem. , vol.70 , pp. 5599
    • Yu, X.M.1    Han, H.2    Blagg, B.S.J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.