75072-38-7

Upstream product

• 562-13-0 2,2-dimethyl-1,3-cyclohexanedione 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 

Downstream Products

• 251956-76-0 C₂₈H₄₆N₂O₄S 
• 177713-41-6 2,2,4-Trimethyl-3-vinyl-cyclohex-3-enone 
• 177713-32-5 2,2,4-Trimethyl-3-trimethylsilanylethynyl-cyclohex-3-enone 
• 177713-42-7 1-CHO-1-OTMS-2,2-diMe₂-3-(CH=CH₂)-4-Me-3-cyclohexene 
• 177713-33-6 2,2,4-Trimethyl-3-trimethylsilanylethynyl-1-trimethylsilanyloxy-cyclohex-3-enecarbaldehyde 
• 1256783-17-1 C₁₉H₂₄O₅ 

Relevant academic research and scientific papers

Synthesis of paclitaxel. 1. synthesis of the abc ring of paclitaxel by SmI2-mediated cyclization

A convergent synthesis of the ABC ring of antitumor natural product paclitaxel (Taxol) is described. SmI2-mediated reductive cyclization of an allylic benzoate possessing an aldehyde function, synthesized from tri-O-acetyl-d-glucal and 1,3-cyclohexanedione, smoothly afforded the highly strained 6-8-6 tricarbocyclic structure in 66% yield.

Total synthesis of maoecrystal v

Maoecrystal V (1) is a novel diterpenoid, which was originally isolated from the leaves of the Chinese medicinal herb Isodon eriocalyx in 2004 by Sun etal.1 It has been found to be selectively cytotoxic towards HeLa cells, with an IC50 value of 20ng mL-1. Significant research efforts have been devoted to the synthesis of maoecrystal V because of its intriguing biological properties, rarity in nature, and complex structural features. Herein, we describe our recent investigations, which have culminated in the total synthesis of (±)-maoecrystal V. The current strategy involved three key steps for the successful construction of the key tetrahydrofuran oxa-bridge skeleton, including a Wessely oxidative dearomatization, a novel intramolecular Diels-Alder reaction, and a RhII-catalyzed O-H insertion reaction.

Chemoselective and chemospecific protection and deprotection of a carbonyl group using polystyrene divinylbenzene sulfonic acid

Chemospecific protection of one carbonyl group of two identical carbonyls of 2,2-dialkyl-1,3-cyclohexanedione and chemoselective protection of aliphatic or aromatic carbonyls in the presence of conjugated carbonyl compounds using cross-linked polystyrene divinyl benzene sulfonic acid (SPS) as a heterogeneous catalyst has been demonstrated. Copyright

A short and convenient way to produce the Taxol A-ring utilizing the Shapiro reaction

The Shapiro reaction was utilized in an efficient route to a Taxol A-ring building block. Commercially available 2-methyl-1,3-cyclohexanedione was converted in three simple steps to various arenesulfonylhydrazones and then to the target molecule with the Shapiro reaction. Remarkable differences were observed in the reactivity and stability of different hydrazones and their dianions in the Shapiro reaction. This pathway is the shortest one reported to give the target molecule in good overall yield. The use of different electrophiles in the final Shapiro reaction step allows alternative ways to prepare the target alcohol.

A transannular reaction in an anionic oxy-cope system9

The carbinol 8 is found to rearrange to the bicyclo (2,2,2) octane derivative 10 in the presence of base; the rearrangement involves a transannular reaction in a ten membered ring resulting from an Oxy-Cope system.