Integrated synthetic strategy for higher catechin oligomers

Angewandte Chemie - International Edition

Volumn 50, Issue 21, 2011, Pages 4862-4867

  Ohmori, Ken ^a   Shono, Tomohiro ^a   Hatakoshi, Yuki ^a   Yano, Takahisa ^a   Suzuki, Keisuke ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

catechins; flavonoids; oligomers; polyphenols; synthetic methods

Indexed keywords

CATECHINS; INTEGRATED STRATEGY; POLYPHENOLS; SYNTHETIC METHODS; SYNTHETIC STRATEGIES;

ORGANIC COMPOUNDS; PHENOLS; VITAMINS;

OLIGOMERS;

CATECHIN; FLAVONOID; PHENOL DERIVATIVE; POLYPHENOLS; PROANTHOCYANIDIN;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY;

CATECHIN; FLAVONOIDS; MOLECULAR STRUCTURE; PHENOLS; PROANTHOCYANIDINS;

EID: 79955782764     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201007473     Document Type: Article

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29. 1-OAc promoted by NIS (83 % yield, α/β=95:5). For details, see the Supporting Information.
30. 2 (95 % yield, α/β=94:6). For details, see the Supporting Information.
31. For preparation of monomers 3-5; see the Supporting Information.
32. 1HNMR analysis of crude reaction mixture suggested a mixture of diastereomers. However, after purification, a single diastereomer was isolated; see the Supporting Information.
33. 4) and Oacetylation (63 % yield).
34. These results imply that a new αlinkage could be formed at the coupling stage. The viability was clearly shown for assembling the linear structures. In spite of the large molecules with many functionalities, excellent selectivity/reactivity persisted for regiochemistry at C4 and C8.
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36. -1, which were well correlated to the order of molecular sizes.