SCOPUS 정보 검색 플랫폼

Synlett

Volumn , Issue 19, 2008, Pages 2969-2972

Synthesis of the C9-C21 fragment of geldanamycin via a diastereoselective substrate-controlled hydrogenation

(2) Horneff, Tony a,b Bach, Thorsten a

a TECHNICAL UNIVERSITY OF MUNICH (Germany)

b SCRIPPS RESEARCH INSTITUTE (United States)

Author keywords

Ansamycins; Diastereoselectivity; Hydrogenation; Protecting groups; Quinones; Stereoselective synthesis

Indexed keywords

GELDANAMYCIN; MANNITOL;

ALLYLATION; ARTICLE; ATOM; CATALYSIS; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROGENATION; STEREOCHEMISTRY;

EID: 57649114606 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-0028-1083625 Document Type: Article

Times cited : (4)

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- Analytical Data of 2 [α]D20 -14.5 (c 1.89, Et2O, 1H NMR (360 MHz, CDCl3, δ, 0.01 (s, 3 H, 0.01 (s, 3 H, 0.76 (d, J, 6.6 Hz, 3 H, 0.82-0.92 (m, 9 H, 1.05 (d, J, 6.8 Hz, 3 H, 1.15 (ddd, J, 14.2, 10.3, 2.0 Hz, 1 H, 1.26 (d, J, 7.3 Hz, 6 H, 1.28 (d, J, 6.6 Hz, 6 H, 1.61 (ddd, J, 14.2, 10.7, 3.5 Hz, 1 H, 1.99-2.12 (m, 1 H, 2.18-2.28 (m, 1 H, 2.50 (dd, J, 12.8, 8.3 Hz, 1 H, 2.55 (dd, J, 12.8, 6.7 Hz, 1 H, 3.19 (ddd, J, 10.7, 2.4, 2.0 Hz, 1 H, 3.23 (s, 3 H, 3.55 (dd, J, 7.9, 2.4 Hz, 1 H, 3.79 (s, 3 H, 4.07 (sept, J, 6.6 Hz, 1 H, 4.48-4.62 (m, 1 H, 4.90-5.04 (m, 2 H, 5.20 (s, 2 H, 5.68 (ddd, J, 17.2, 10.3 Hz, 8.5 Hz, 1 H, 7.13 (s, 1 H, 7.30-7.45 (m, 5 H, 7.60 (s, 1 H, 13C NMR 90.6 MHz, CDCl 3, δ, 4.8, 4.0, 17.7, 18.5, 19.3, 22.2, 22.3, 22.5, 22.5, 26.1, 29.8
- +: 672.4290; found: 672.4276.

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