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Volumn 126, Issue 34, 2004, Pages 10682-10691

Enantioselective synthesis of (-)-terpestacin and structural revision of siccanol using catalytic stereoselective fragment couplings and macrocyclizations

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; ALDEHYDES; CATALYSIS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 4344561878     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0470968     Document Type: Article
Times cited : (104)

References (54)
  • 18
    • 4344618172 scopus 로고    scopus 로고
    • note
    • Model substrate 12 was synthesized through the DCC coupling of 40a and pent-3-ynoic acid.
  • 27
    • 4344717105 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of the unpurified reaction mixture displayed a large number of signals between 5.0 and 6.0 ppm when the trimethyl silyl protecting group was used in place of triisopropylsilyl.
  • 40
    • 4344661917 scopus 로고    scopus 로고
    • note
    • We have observed that the diastereoselectivity of quaternary methylation reaction increases as the size of the β-substitutent decreases.
  • 49
    • 4344629532 scopus 로고    scopus 로고
    • note
    • Attempted alkylation of the pivaloyl-ester resulted in the isolation of multiple unidentifiable products.
  • 53
    • 4344714113 scopus 로고    scopus 로고
    • note
    • epi-terpestacin (1b) was prepared by the same sequence from 11-epi-36. The same NOE shown for 37 was observed in 11-epi-37.
  • 54
    • 4344634856 scopus 로고    scopus 로고
    • Personal communication
    • Miyagawa, H. Personal communication.
    • Miyagawa, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.