Phenylpropenes are produced by plants as part of their defense strategy against microorganisms and animals, and also as floral attractants of pollinators. Eugenol, the main component of clove’s essential oil, is an inexpensive and easily available phenylpropene that has been known by humankind since antiquity, and used as a medicinal agent, but also for food flavoring and preservation. The review includes the most relevant results obtained during the last 15 years with regard to the synthetic uses of eugenol. Discussed here are the multiple applications of eugenol in organic synthesis, including its use as starting material or building block for the total synthesis of natural products, their analogs and derivatives, as well as other structurally interesting or bioactive compounds. The preparation technologically relevant macrocycles and polymeric derivatives of eugenol, is included, and the impact of biotechnology on the use of eugenol as feedstock for biotransformations, leading to other valuable small molecules is also addressed.

A síntese de uma série de álcoois secundários derivados da (R)-carvona, assim como o curso estereoquímico da esterificação destes derivados com (±)-ibuprofeno é apresentada. O composto comercial racêmico foi transformado nos respectivos ésteres diastereoisoméricos através do acoplamento mediado por DCC/DMAP, fornecendo o par de diastereoisômeros derivados de (S)- ou (R)-ibuprofeno em relação até 5.7:1, dependendo do tipo de auxiliar quiral empregado.

The synthesis of a series of chiral secondary alcohols derived from (R)-carvone, and the stereochemical outcome of their reaction with (±)-ibuprofen, is reported. The racemic drug was transformed into the corresponding diastereomeric esters mediated by DCC/DMAP, affording up to 5.7:1 diastereomeric ratios of the esters derived from either (S)- or (R)-ibuprofen, depending on the type of chiral auxiliary employed.

Esse trabalho descreve a síntese do oct-7-enal, um aldeído natural, isolado do cardo japonês Cirsium dipsacolepis. O produto natural foi preparado em cinco etapas com bom rendimento, partindo-se do pentano-1,5-diol.

A new synthesis of oct-7-enal, a naturally-occurring unsaturated aldehyde isolated from the Japanese thistle Cirsium dipsacolepis, is reported. The natural product was prepared in five steps and with good overall yield from pentane-1,5-diol.

Este trabalho descreve a síntese da N-metil-N-formiltiramina, um novo derivado beta-fenetilamídico isolado de Cyathobasis fructiculosa (Bunge) Aellen. O produto natural foi preparado em seis etapas com bom rendimento, partindo-se do 4-hidroxibenzaldeído.

The synthesis of N-methyl-N-formyltyramine, a novel beta-phenethylamide derivative isolated from Cyathobasis fructiculosa (Bunge) Aellen, is reported. The natural product was prepared in six steps and good overall yield from 4-hydroxybenzaldehyde.