Synthesis of 7a‐aryl‐5‐ t ‐butyl‐3‐methyleneoctahydrobenzofuran possessing partial skelotons of some santonin analogue and furanolignans by intramolecular radical cyclisation reaction | Zendy

Periasamy Marappagounder | Zendy; Ponnuswamy Alagusundaram | Zendy

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Synthesis of 7a‐aryl‐5‐ t ‐butyl‐3‐methyleneoctahydrobenzofuran possessing partial skelotons of some santonin analogue and furanolignans by intramolecular radical cyclisation reaction

Author(s) -

Periasamy Marappagounder,

Ponnuswamy Alagusundaram

Publication year - 2007

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570440422

Subject(s) - chemistry , intramolecular force , yield (engineering) , bicyclic molecule , stereoselectivity , aryl , stereochemistry , intramolecular reaction , medicinal chemistry , organic chemistry , catalysis , alkyl , materials science , metallurgy

Bicyclic octahydrobenzofuran derivatives ( 1c‐6c ) possessing the partial skeletons of santonin ( 7 ), 11,13‐dehydroisohyposantonin ( 8 ), dihydrosesamin ( 9 ) and lariciresinol ( 10 ) have been synthesised by intramolecular radical cyclisation in good yield via the precursors viz. , the trans diaxial bromopropynyl ethers ( 1b‐6b ) obtained in highly regio/stereoselective manner.

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