Synthesis of acyldodecaheterocycles derived from (1R)-(–)-myrtenal and evaluation as chiral auxiliaries

Synthesis and Cytotoxic Analysis of Novel Myrtenyl Grafted Pseudo-Peptides Revealed Potential Candidates for Anticancer Therapy

“…Myrtenal is a natural monoterpene isolated from essential oils of several plants, e.g., Chamaecyparis formosensis, Artemisia douglasiana, Ferula hermonis, among others [4][5][6]. This monoterpene can be conveniently prepared [7,8] and exciting and versatile applications have been found such as chiral auxiliaries [9][10][11][12], antimicrobial [5] and antimalarial agents [13], acetylcholinesterase inhibitors [14], anti-inflammatory effect [15], antitumor activities [16][17][18][19][20], and antidiabetic and hepatoprotective effects [21,22]. Despite the diversified biological activities described for Myrtenal and their derivatives, there is a growing search for novel bioactive compounds, mainly due to their poor stability when used as therapeutic drugs [23].…”

Synthesis of Chiral CF3‐Contaning Pinane‐Type Hydroxythiols

“…Terpene thiols can be used as intermediates in organic synthesis to produce sulfochlorides, [15–17] sulfonamides, [18] sulfides, [4,8,9,19] disulfides, [5,20] sulfenimines and sulfinimines [7,21–25] . Chiral monoterpene hydroxythiols can also be used as chiral ligands or organocatalysts in asymmetric catalysis and as chiral auxiliaries in asymmetric synthesis [26–36] . Previously, we have developed methods for producing monoterpene menthane, [20,21] bornane, [22] pinane [37] and carane thiols [38] …”

PTSA-Catalyzed Reaction of Alkyl/Aryl Methyl Ketones with Aliphatic Alcohols in the Presence of Selenium Dioxide: A Protocol for the Generation of an α-Ketoacetals Library

“…They are useful intermediates in that they provide an array of functional groups that are extremely valuable in organic syntheses. For instance the α-ketoacetals are a key intermediate in the synthesis of various biological active compounds such as chiral α-hydroxy acetals, 1 chiral α-amino acetals, 2 chiral auxiliaries, 3 and cyanosilylation 4 and also for the construction of important heterocycles. 5 Several methods have been described for the preparation of α-ketoacetals.…”

“…They are useful intermediates in that they provide an array of functional groups that are extremely valuable in organic syntheses. For instance the α-ketoacetals are a key intermediate in the synthesis of various biological active compounds such as chiral α-hydroxy acetals, chiral α-amino acetals, chiral auxiliaries, and cyanosilylation and also for the construction of important heterocycles . Several methods have been described for the preparation of α-ketoacetals. − Goswami et al, reported the synthesis of aliphatic α-ketoacetals starting from ketones via a two step procedure using SeO 2 . , Tiecco and co-workers reported the synthesis of α-ketoacetals catalyzed by diphenyldiselenide and an excess of ammonium peroxydisulfate under reflux conditions (Scheme a) .…”