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Volumn 31, Issue 43, 1990, Pages 6129-6132

Reversal of aldehyde diastereofacial selectivity in a methyl ketone aldol reaction. Application to the synthesis of the calyculin spiroketal

Author keywords

[No Author keywords available]

Indexed keywords

CALYCULIN A;

EID: 0025053296     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)97005-9     Document Type: Article
Times cited : (61)

References (21)
  • 3
    • 33845185080 scopus 로고
    • For a comprehensive review of the synthesis and chemistry of spiroketal natural products see:
    • (1989) Chem. Rev. , vol.89 , pp. 1617-1661
    • Perron1    Albizati2
  • 4
    • 49949128203 scopus 로고
    • Torsional strain involving partial bonds. The stereochemistry of the lithium aluminium hydride reduction of some simple open-chain ketones
    • (1968) Tetrahedron Letters , pp. 2199-2204
    • Chérest1    Felkin2    Prudent3
  • 6
    • 0000854029 scopus 로고
    • For methyl ketone aldol additions to syn-2-methyl-3-oxygen substituted aldehydes see:
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 2476-2478
    • Evans1    DiMare2
  • 12
    • 0000444632 scopus 로고
    • For a recent study of diastereoselective aldol reactions of enolates derived from chiral methyl ketones see:, This paper provides extensive literature documentation of the stereochemical consequences of aldol reactions of unsubstituted enolates in references 2–4.
    • (1990) J. Org. Chem. , vol.55 , pp. 3982-3983
    • Trost1    Urabe2
  • 13
    • 0025058974 scopus 로고
    • 13C shifts of acetonide methyl groups and ketal carbons and relative stereochemistry for skipped 1,3-diols as described by Rychnovsky also hold for 1,3-diols substituted with a methyl group at the intervening carbon. See:
    • (1990) Tetrahedron Lett. , vol.31 , pp. 945-948
    • Rychnovsky1    Skalitzky2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.