Formal Synthesis of (±)‐Isodihydronepetalactone | Zendy

Chang MengYang | Zendy; Chang BoRm | Zendy; Chang ChungHo | Zendy; Chen ShuiTein | Zendy; Chang NeinChen | Zendy

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Formal Synthesis of (±)‐Isodihydronepetalactone

Author(s) -

Chang MengYang,

Chang BoRm,

Chang ChungHo,

Chen ShuiTein,

Chang NeinChen

Publication year - 2002

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.200200036

Subject(s) - chemistry , cyclopentanone , lactone , cyclobutanone , derivative (finance) , hydrazone , stereochemistry , formal synthesis , organic chemistry , catalysis , ring (chemistry) , financial economics , economics

A formal synthesis of (±)‐isodihydronepetalactone ( 1 ) from cyclobutenone 5 was de scribed. Baeyer‐Villiger lactonization of cyclobutanone 8 followed by decholorination led to lactone 4 , which under went a series of functional group trans formations, furnished cyclopentanone derivative 15 . Shapiro reaction on hydrazone derivative in the presence of excess dry ice gave lactone 2 . Lactone 2 had previously been converted to isodihydronepetalactone ( 1 ).

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