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Volumn , Issue 14, 2008, Pages 2196-2198

A cautionary tale in decanolide synthesis

Author keywords

Cyclisation; Decarestrictines; Dimerisation; Dioxolenones; Polyketides

Indexed keywords

1,3 DIOXOLANE DERIVATIVE; DECANOL; DECANOLIDE; DIOXOLENONE; DIPLODIALIDE; MACRODIOLIDE; POLYKETIDE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DIMERIZATION; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 51449119495 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1078031 Document Type: Article

Times cited : (7)

References (20)

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- +, 100%) and 181 (99).

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20
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- Macrodiolide 16: [α]D, 124 (c 1, CHCl3, IR (neat, νmax, 1732, 1673, 1627 cm -1; 1H NMR (400 MHz, CDCl3, δ, 1.24 (6 H, d, J, 6.4 Hz, 2 x CH3, 1.40-1.65 (8 H, m, 7-H 2, 7′-H2, 8-H2 and 8′-H 2, 2.20 (4 H, m, 6-H2 and 6′-H2, 3.52 (2 H, d, J, 14.0 Hz, 2-HH and 2′-HH, 3.57 (2 H, d, J, 14.0 Hz, 2-HH and 2′-HH, 4.97 (2 H, m, 9-H and 9′-H, 6.13 (2 H, dt, J, 16.0, 1.5 Hz, 4-H and 4′-H, 6.86 (2 H, dt, J, 16.0, 6.5 Hz, 5-H and 5′-H, 13C NMR (100 MHz, CDCl3, δ, 20.0 (2 x CH3, 23.7 (C-7 and C-7′, 32.2 (C-6 and C-6′, 35.2 (C-8 and C-8′, 47.3 (C-2 and C-2′, 71.5 (C-9 and C-9′, 129.1 (C-4 and C-4′, 148.5 C-5 and C-5′
- +, 5%), 182 (50) and 81 (100).

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