A short and efficient enantioselective route to a key intermediate for the total synthesis of forskolin

Reduction of Carbonyl Compounds with Chiral Oxazaborolidine Catalysts: A New Paradigm for Enantioselective Catalysis and a Powerful New Synthetic Method

“…[63a] Two different routes to optically active intermediates for the synthesis of forskolin, a potent activator of adenylate cyclase, have been devised utilizing CBS reduction of the dieneones shown in Scheme 38. [101,102] Scheme 36. Enantioselective synthesis of dysidiolide.…”

Electrochemically Enabled Sulfonylation of Alkynes with Sodium Sulfinates

“…Among them, alkynyl sulfones are valuable synthetic intermediates in cycloadditions, conjugated additions, cross-coupling reactions, and others; meanwhile, many alkynyl sulfone molecules exhibit remarkable biological activities. Thus several classical synthetic methods, including the oxidation of alkynyl sulfides, oxidation–elimination of selenides, and dehydrohalogenation of vinyl sulfones, have been well established for the preparation of these alkynyl sulfones. However, these protocols generally require predecorated substrates or multiple synthetic steps.…”

Synthesis of Alkynyl Sulfones

“…The synthesis of alkynyl sulfones by oxidation with peroxides was the standard model until the 1970s, with the advent of new, non‐oxidant methodologies. One of these techniques is the dehydrohalogenation of halovinyl sulfones, as presented in Scheme . In general, halovinyl sulfones are the product of atom‐transfer radical‐addition (ATRA) reactions.…”

“…Independently, during the generation of an important intermediate for the synthesis of Forskolin (a naturally occurring product), Corey used pentaisopropylguanidine for the dehydroiodination reaction with good results, as observed in Scheme …”