The asymmetric dihydroxylation of drim-7-en-11-ol was studied in detail and diastereomerically pure driman-7α,8α,11- and driman-7β, 8β,11-triols were prepared. Further elaboration of driman-7α, 8α,11-triol afforded 14,15-bisnorlabd-7α,8α- isopropylidenedioxy-11,13-dione from which a novel chlorinated bisnorlabdanic compound (14,15-bisnorlabd-12-ene-12-chloro-8α,13-epoxy-7α-ol-11- one) and an unusual dichloro-derivative, 13,14,15,16-tetranorlabd-12-dichloro- 7α-acetoxy-8α-ol-11-one, were obtained.

Asymmetric dihydroxylation of drim-7-en-11-ol: synthesis of diastereomerically pure driman-7α,8α,11-triol and its elaboration into novel chlorinated norlabdanic compounds / P. Vlad, E. Gorincioi, A. Aricu, A. Barba, A. Manzocchi, E. Santaniello. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 21:17(2010), pp. 2108-2116. [10.16/j.tetasy.2010.06.029]

Asymmetric dihydroxylation of drim-7-en-11-ol: synthesis of diastereomerically pure driman-7α,8α,11-triol and its elaboration into novel chlorinated norlabdanic compounds

E. Gorincioi
Secondo
;
A. Manzocchi;E. Santaniello
Ultimo
2010

Abstract

The asymmetric dihydroxylation of drim-7-en-11-ol was studied in detail and diastereomerically pure driman-7α,8α,11- and driman-7β, 8β,11-triols were prepared. Further elaboration of driman-7α, 8α,11-triol afforded 14,15-bisnorlabd-7α,8α- isopropylidenedioxy-11,13-dione from which a novel chlorinated bisnorlabdanic compound (14,15-bisnorlabd-12-ene-12-chloro-8α,13-epoxy-7α-ol-11- one) and an unusual dichloro-derivative, 13,14,15,16-tetranorlabd-12-dichloro- 7α-acetoxy-8α-ol-11-one, were obtained.
Settore BIO/10 - Biochimica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/149507
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