An Efficient Total Synthesis of (2 E ,4 E ,7 R )‐Farnesa‐2,4,10‐triene from ( R )‐(+)‐Citronellal | Zendy

Li Jing | Zendy; Liu Zuosheng | Zendy; Lan Jiong | Zendy; Li Yulin | Zendy

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An Efficient Total Synthesis of (2 E ,4 E ,7 R )‐Farnesa‐2,4,10‐triene from ( R )‐(+)‐Citronellal

Author(s) -

Li Jing,

Liu Zuosheng,

Lan Jiong,

Li Yulin

Publication year - 1999

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.199900041

Subject(s) - chemistry , citronellal , total synthesis , intermolecular force , stereochemistry , sesquiterpene , hydrocarbon , monoterpene , organic chemistry , molecule , catalysis

(2 E ,4 E ,7 R )‐farnesa‐2,4,10‐triene(Caparratriene) ( 1 ), a novel sesquiterpene hydrocarbon with significant growth inhibitory activity against CEM leukemia cells, was first synthesized from ( R )‐(+)‐citronellal ( 2 ) by employing titanium‐induced intermolecular carbonyl‐coupling as the key step. The absolute configuration of (+)‐Caparratriene was determined to be 7 R.

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