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Volumn 39, Issue 39, 1998, Pages 7185-7188

Towards the total synthesis of phorboxazoles A and B: Stereocontrolled synthesis of a C20-C32 subunit

Author keywords

[No Author keywords available]

Indexed keywords

OXAZOLE DERIVATIVE; PHORBOXAZOLE A; PHORBOXAZOLE B; UNCLASSIFIED DRUG;

EID: 0032563973     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01539-1     Document Type: Article
Times cited : (78)

References (32)
  • 12
    • 0010233162 scopus 로고    scopus 로고
    • note
    • 3) 161.4, 160.6 (2C), 142.5, 138.4, 138.1, 137.8, 135.6, 135.3, 118.6, 117.6, 88.8, 82.0, 77.4, 77.3, 39.3, 36.5, 34.8, 28.2, 25.8, 18.1, 14.3, 13.9, 13.8, 5.9, -4.1, -4.8.
  • 17
    • 0001790298 scopus 로고    scopus 로고
    • (d) For a review of boron-mediated aldol reactions, see: Cowden, C. J.; Paterson, I. Org. React. 1997, 51, 1.
    • (1997) Org. React. , vol.51 , pp. 1
    • Cowden, C.J.1    Paterson, I.2
  • 19
    • 0010241417 scopus 로고    scopus 로고
    • note
    • 10. Treatment of 9a with TBSOTf afforded the undesired tetrahydropyran product 17 even at -78 °C, via a Lewis acid-promoted cyclisation with precedent in other work performed in this laboratory: (Equation Presented)
  • 20
    • 0010243008 scopus 로고    scopus 로고
    • note
    • 11. For R = Me, the minor regioisomer could not be removed until cyclisation to afford tetrahydropyran ester 12.
  • 29
    • 0010266271 scopus 로고    scopus 로고
    • note
    • 15. Unfortunately, self-condensation of the aldehyde could not be avoided during equilibration with Triton-B methoxide, leading to a modest 52% recovery of configurationally pure 4.
  • 32
    • 0010266272 scopus 로고    scopus 로고
    • note
    • 17. The high (E)-selectivity is largely attributable to the use of the phosphonium ylid instead of the phosphonate, with the change of solvent from THF to DMF having little effect.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.