Copper(II) catalyzed allylic amination of terpenic chlorides in water

A Concise Synthesis ofrac‐Ambrox®viathe Palladium(0)‐Catalyzed Carboalkoxylation of an Allylic Ammonium Salt, as Compared to a Formaldehyde HeteroDiels–AlderApproach

“…17[70] Since this approach was not much more attractive than the Wittig methodology, we envisaged another strategy starting from the known precursors 29a and 29b. [72][73][74][75][76][77][78] Thus, cyclization of 29b using an excess of BF 3 · OEt 2 and AcOH in CH 2 Cl 2 at 30°C afforded quantitatively a 26 : 58 : 16 mixture of 30/31g/31a from which pure 31g was isolated in 33 % yield after chromatography, 18 while an excess of conc. H 2 SO 4 in CH 2 Cl 2 at 30°C furnished in quantitative yield a 74 : 26 mixture of 31b/31r.…”

A mild and efficient method for the synthesis of a new optically active diallyl selenide and its catalytic activity in the allylic chlorination of natural terpenes

“…Moreover, the reaction of simple olefins in the presence of diselenide catalysts provided mixtures of allyl halides, vinyl halides, and dihalides. [18][19][20] Continuing with our interest in the valorization of natural terpenes, [21][22][23] herein we report an efficient and pertinent method for the preparation of new organoselenide 1 starting from b-pinene. Its application as a catalyst in the allylic chlorination of various terpenic olefins in the presence of NCS under mild conditions has been investigated.…”

Selective catalytic synthesis of new terpenic chlorides using NaDCC as an eco-friendly and highly stable FAC agent

“…4–6 For instance, the allylic chlorides are fundamental compounds in organic chemistry due to their strong electrophilic character. 7 They can be transformed by functionalization, substitution, alkylation, reduction or oxidation of the double bond leading to a wide range of products such as allylic carbonates, 8 allylic amines, 9 allylic esters 10 or β,γ-unsaturated acids. 11 Thus, allylic chlorides can afford several functional groups for the synthesis of high added value natural compound derivatives.…”