Terpenoids. Part LXXXVI. Synthesis of trans-8-Methylene-10-methyl-2-isopropylidene·decalin
| Main Authors: | O. P. VIG, R. C. ANAND, S. D. SHARMA, M. L. SHARMA |
|---|---|
| Format: | Article Journal |
| Bahasa: | eng |
| Terbitan: |
, 1975
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| Subjects: | |
| Online Access: |
https://zenodo.org/record/6411006 |
Daftar Isi:
- Department of Chemistry, Panjab University, Chandigarh-160014. Manuscript received 17 April 1975, accepted 24 June 1975 Selina-4(14),7(11)-diene, the title compound has been synthesised from trans-8-Methylene10-Methyl-2-decalone(II) through a four steps procedure. Modified Wittig reaction with ethyl \(\alpha\)-diethyl-phosphonopropionate on the decalose(II) gives the conjugated ester (III) 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 hydrogenolysis with sodium-ethanol in liquid ammonia as well as through bromide formation followed by the reduction of the bromide(V) using sodium borohydride in DMSO.