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Longifolene

Chemical structure of Longifolene

C₁₅H₂₄

Author	Wolfgang Oppolzer
Publication year	1978
Synthesis type	Total synthesis
Number of steps	10 (linear)
Reference	J. Am. Chem. Soc. 1978, 100, 2583.

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Part 1 of 1

Chemical structure

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Chemical structure

Et₃N

CHCl₃
35 °C, 82 %

Chemical structure

ClCO₂Bn

Pyr
5 °C, 8 h, 88 %

Chemical structure

hν

Cyclohexane
15-30 °C, 83 %

See the De Mayo Reaction

Chemical structure

H₂, Pd/C
3 atm

AcOH
RT, 18 h, 83 %

See the De Mayo Reaction

Chemical structure

Ph₃P⁺CH₃ Br^-, NaOt-Amyl

PhMe
RT, 90 min, 88 %

See the Wittig Reaction

Chemical structure

Zn-Cu, CH₂I₂

Et₂O
Reflux, 60 h, 78 %

See the Simmons-Smith Reaction

Chemical structure

H₂, PtO₂
3 atm

AcOH
RT, 18 h, 96 %

Chemical structure

i-Pr₂NLi, MeI

THF
-78 °C to RT, 2 h, 94 %

Chemical structure

MeLi

Et₂O
48 °C, 3 h

Chemical structure

SOCl₂

Pyr
0 °C, 10 min, 80 % (2 steps)

Chemical structure

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