Process for making norpatchoulenol

Details Process for making norpatchoulenol Process for making norpatchoulenol

1979-08-06

1981-07-07

Helfin, Bernard

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568326, 556436, C07C 3537, C07C 2900

Patent

active

042776317

ABSTRACT:
A novel norpatchoulenol synthesis is disclosed. The key step in the synthesis is an intramolecular Diels-Alder condensation of a trisubstituted silyloxy derivative of cyclohexadienone. Novel intermediates, namely trisubstituted silyloxy methanonaphthalenes (Formula V, infra) and trisubstituted silyloxy cyclohexadienes (Formula IV, infra) are also disclosed.

REFERENCES:
patent: 3925486 (1975-12-01), Greuter et al.
patent: 3989760 (1976-11-01), Light et al.
patent: 3996169 (1976-12-01), Light et al.
patent: 4011269 (1977-03-01), Naf et al.
patent: 4117245 (1978-09-01), Teisseire
patent: 4124648 (1978-11-01), Pesnelle et al.
patent: 4146740 (1979-03-01), Teisseire
Naf et al., Helvetica Chimica Acta, vol. 57 (1974), 1868-1870.
Oppolzer et al., Tetrahedron Letters, No. 46 (1976), 4187-4190.
Oppolzer et al., Tetrahedron Letters, No. 37 (1978), 3505-3506.
Oppolzer, Angewandte Chemic, vol. 89 (1977), 10-24.

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