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Volumn 131, Issue 6, 2009, Pages 2090-2091

Stereocontrolled synthesis of complicated oxacyclic compounds via platinum-catalyzed [4 + 2]-cycloadditions and annulations of enynals with allylic alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALLYLIC ALCOHOL; ANNULATION REACTIONS; CYCLOADDITIONS; CYCLOADDUCTS; DIASTEREOSELECTIVITIES; STEREOCONTROLLED SYNTHESIS; STEREOSELECTIVE SYNTHESIS;

EID: 67849110374     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja809560c     Document Type: Article
Times cited : (82)

References (26)
  • 15
    • 0141869024 scopus 로고    scopus 로고
    • Attempts to stabilize [4 + 2]-cycloadducts with external nucleophile were inefficient; see: Dyker, G.; Hildebrandt, D.; Liu, J.; Merz, K. Angew. Chem., Int. Ed. 2003, 42, 4399.
    • Attempts to stabilize [4 + 2]-cycloadducts with external nucleophile were inefficient; see: Dyker, G.; Hildebrandt, D.; Liu, J.; Merz, K. Angew. Chem., Int. Ed. 2003, 42, 4399.
  • 16
    • 84891735218 scopus 로고    scopus 로고
    • Benzopyrilium II is also characterized by a carbenoid carbonyl ylide form II', which iindergoes [3 + 2]-cycloaddition reaction with alkenes, ultimately giving stable oxacyclic compounds. Such [3 + 2] cycloadditions are applicable to enol ethers or 2-alkynylbenzaldehydes of special types; see: (a) Kisama, H.; Finami, H.; Shido, M.; Hara, Y.; Takaya, J.; Iwasawa, N. J. Am. Chem. Soc. 2005, 127, 2709.
    • Benzopyrilium II is also characterized by a carbenoid carbonyl ylide form II', which iindergoes [3 + 2]-cycloaddition reaction with alkenes, ultimately giving stable oxacyclic compounds. Such [3 + 2] cycloadditions are applicable to enol ethers or 2-alkynylbenzaldehydes of special types; see: (a) Kisama, H.; Finami, H.; Shido, M.; Hara, Y.; Takaya, J.; Iwasawa, N. J. Am. Chem. Soc. 2005, 127, 2709.
  • 19
    • 84891746594 scopus 로고    scopus 로고
    • Crystallographic data of compomids 3i and 6h are provided in Supporting Information.
    • Crystallographic data of compomids 3i and 6h are provided in Supporting Information.
  • 20
    • 84891736213 scopus 로고    scopus 로고
    • Catalyst screening for the transformation of enynal 5a into oxacyclic ketone 6a is provided in Table S1 (Supporting Information).
    • Catalyst screening for the transformation of enynal 5a into oxacyclic ketone 6a is provided in Table S1 (Supporting Information).
  • 26
    • 49849093426 scopus 로고    scopus 로고
    • 2/CO catalyst, see: Bhunia, S.; Wang, K.-C.; Liu, R.-S. Angew. Chem., Int. Ed. 2008, 47, 5063.
    • 2/CO catalyst, see: Bhunia, S.; Wang, K.-C.; Liu, R.-S. Angew. Chem., Int. Ed. 2008, 47, 5063.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.