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Volumn , Issue 4, 2007, Pages 655-657

A regioselective total synthesis of the fungal sesquiterpene (±)-lagopodin A

Author keywords

Natural products; Rearrangement; Ring cleavage; Ring closure; Total synthesis

Indexed keywords

CYCLOPROPANE; KETONE DERIVATIVE; LAGOPODIN A; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33947273817     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-967971     Document Type: Article
Times cited : (3)

References (16)
  • 10
    • 33947225283 scopus 로고    scopus 로고
    • Yields refer to isolated and chromatographically pure compounds. All the compounds exhibited spectral data (IR, 1H NMR, 13C NMR, and HRMS) consistent with their structures. Selected Spectral Data Ethyl 3-(2,5-Dimethoxy-4-methylphenyl)-3,4-dimethyl-pent-4-enoate (15, IR (neat, νmax, 1732, 1638,1505 cm-1. 1H NMR (300 MHz, CDCl3, CCl4, δ, 6.68 (1 H, s, 6.59 (1 H, s, 4.77 (1 H, s, 4.70 (1 H, s, 3.92-3.80 (2 H, m, 3.75 (3 H, s, 3.69 (3 H, s, 3.35 (1 H, d, J, 13.2 Hz, 2.63 (1 H, d, J, 13.2 Hz, 2.17 (3 H, s, 1.61 (3 H, s, 1.55 (3 H, s, 0.98 (3 H, t, J, 7.2 Hz, 13C NMR (75 MHz, CDCl3, CCl4, δ, 171.8 (C, 151.9 (C, 151.7 (C, 151.2 (C, 131.2 (C, 125.2 (C, 114.9 (CH, 111.2 (CH, 108.6 (CH2, 59.4 (CH2, 55.8 (CH3, 55.7 (CH3, 45.3 (C, 42.8 CH2, 25.9
    • 3Na [M + Na]: 299.1623; found: 299.1615.
  • 16
    • 33947282845 scopus 로고    scopus 로고
    • Varying amount of the corresponding cyclopentanol (by over-reduction) was also obtained, which was reoxidised to ketone 11 with PCC and silica gel.
    • Varying amount of the corresponding cyclopentanol (by over-reduction) was also obtained, which was reoxidised to ketone 11 with PCC and silica gel.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.