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Volumn , Issue 7, 2008, Pages 1039-1041

Total synthesis of 8-methoxygoniodiol via chiron approach

Author keywords

gluconolactone; Chiral epoxide; Chiron approach; Goniodiol

Indexed keywords

8 METHOXYGONIODIOL; CYTOTOXIN; DELTA GLUCONOLACTONE; GRIGNARD REAGENT; LACTONE DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS;

EID: 42949174243 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1072511 Document Type: Article

Times cited : (12)

References (17)

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17
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- Compound 6: [α]D25 +15.8 (c 1.0, CHCl3, 1H NMR (300 MHz, CDCl3, δ, 1.41, 1.37, 1.34, 1.32 (4 s, 12 H, 3.90-4.20 (m, 5 H, 4.25 (d, J, 4.6 Hz, 1 H, 7.3 (m, 5 H, 13C NMR (75 MHz, CDCl3, δ, 25.1, 26.3, 26.6, 27.1, 72.6, 75.4, 76.7, 82.6, 83.6, 109.0, 110.0, 126.8, 127.74, 128.5, 140.0. IR (KBr, vmax, 3438, 2990, 2874, 1376, 1153, 1070, 843, 702 cm-1. HRMS: m/z calcd for C17H 24O5 [M, Na, 331.1521; found: 331.1512. Compound 8: [α]D25 +67.6 (c 0.5, CHCl3, 1H NMR (300 MHz, CDCl3, δ, 1.41, 1.37, 1.34, 1.32 (4 s, 12 H, 3.23 (s, 3 H, 3.94-4.15 (m, 5 H, 4.25 (d, J, 4.5 Hz, 1 H, 7.13 (m, 5 H, 13C NMR 75 MHz, CDCl 3, δ, 25.1, 26.3, 26.5, 27.2, 56.4, 72.3, 75.4, 76.6, 82.5
- +: 271.0946; found: 271.0945.

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