Terpenoids. Part LXXXVI. Synthesis of trans-8-Methylene-10-methyl-2-isopropylidene-decalin
| Main Authors: | O. P. VIG, M. L. SHARMA, R. ANAND, S. D. SHARMA |
|---|---|
| Format: | Article Journal |
| Bahasa: | eng |
| Terbitan: |
, 1976
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| Subjects: | |
| Online Access: |
https://zenodo.org/record/6388700 |
Daftar Isi:
- Department of Chemistry, Panjab University, Chandigarh-160014 Manuscript received 1 June 1974: accepted 14 August 1975 Selina-4 (14), 7 (11)-diene, the title compound has been synthesised from trans-8-methylene- 10-methyl-2-decalone (II) through a four steps procedure. Modified Wittig reaction with ethyl α-diethylphosphonopropionate on the decalone (II) gives the conjugated ester (Ill) which on lithium aluminium hydride reduction yields the allylic alcohol (IV). Conversion of the carbinol (IV) to trans-8-Methylene-10-methyl-2-isopropylidene-decalin (I) has been achieved through direct hydro- genolysis with sodium-ethanol in Uqnid ammonia as well as througgh bromide formation followed by the reduction of the bromide (V) using sodium borohydride in DMSO.