Novel Carbocyclic Ring Closure of Hex‐5‐enopyranosides | Zendy

Das Sanjoy Kumar | Zendy; Mallet JeanMaurice | Zendy; Sinaÿ Pierre | Zendy

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Novel Carbocyclic Ring Closure of Hex‐5‐enopyranosides

Author(s) -

Das Sanjoy Kumar,

Mallet JeanMaurice,

Sinaÿ Pierre

Publication year - 1997

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199704931

Subject(s) - chemistry , ring (chemistry) , cyclohexane , acetal , stereoselectivity , anomer , oxygen atom , stereochemistry , carbon atom , ether , vinyl ether , atom (system on chip) , carbon fibers , catalysis , organic chemistry , molecule , materials science , polymer , composite number , computer science , copolymer , composite material , embedded system

Retention of configuration at the anomeric carbon atom is observed for a novel rearrangement of carbohydrates. The readily accessible vinyl acetal 1 undergoes a triisobutylaluminum‐assisted, stereoselective transposition of an oxygen atom on the ring with an exocyclic carbon atom. This reaction provides a new entry to the highly functionalized cyclohexane 2 .

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