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Volumn 62, Issue 17, 1997, Pages 5672-5673

Stereoselective synthesis of the C3-C17 bis-oxane domain of phorboxazole A

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC COMPOUND; MACROLIDE; NATURAL PRODUCT; OXAZOLE DERIVATIVE;

EID: 0030809692     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9708755     Document Type: Article
Times cited : (58)

References (19)
  • 9
    • 8544284323 scopus 로고    scopus 로고
    • Diene 4 was prepared in five steps and 52% overall yield from 1,3-propanediol as described in the Supporting Information
    • Diene 4 was prepared in five steps and 52% overall yield from 1,3-propanediol as described in the Supporting Information.
  • 10
    • 8544282672 scopus 로고    scopus 로고
    • note
    • H-H values of the α-keto protons indicate that both are exo Diels-Alder adducts. Because cyclocondensations of 3 have been shown previously to be highly Cram selective (ref 6a), it is likely that the major byproduct is the Cram-exo adduct and, hence, the overall Cram selectivity is ca. 20:1.
  • 11
    • 8544219946 scopus 로고    scopus 로고
    • 2-mediated silyl enol ether cyclocondensation products from 4 and 7 gave a mixture of ketones in a 2:1: 1:1 ratio and 68% combined yield
    • 2-mediated silyl enol ether cyclocondensation products from 4 and 7 gave a mixture of ketones in a 2:1: 1:1 ratio and 68% combined yield.
  • 14
    • 8544229398 scopus 로고    scopus 로고
    • Bromide 8 was prepared from (S)-4-[(4-methoxybenzyl)oxy]butane-l,2-diol as described in the Supporting Information
    • Bromide 8 was prepared from (S)-4-[(4-methoxybenzyl)oxy]butane-l,2-diol as described in the Supporting Information.
  • 15
    • 8544273473 scopus 로고    scopus 로고
    • Stereochemical assignments for 9 and 10 were made on the basis of Mosher ester analysis as described in the Supporting Information
    • Stereochemical assignments for 9 and 10 were made on the basis of Mosher ester analysis as described in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.