Recent Advances in Asymmetric Hydroformylation

Abstract

Strem Chemicals, Inc., established in 1964, is a privately held manufacturer & marketer of high purity specialty chemicals. Strem's products are used for R&D and commercial scale applications, especially in the pharmaceutical, microelectronics, chemicals & petrochemicals industries. Some key products include catalysts, ligands, organometallics, CVD/ALD precursors and nanomaterials. For more information, N N Cu CF 3

A concise access to bridged [2,2,1] bicyclic lactones with a quaternary stereocenter via stereospecific hydroformylation

“…Asymmetric hydroformylation (AHF) represents an efficient approach for asymmetric formation of C–C bond in an atomic economic manner 17 – 25 , and the aldehyde products can be easily converted to versatile functional compounds, such as chiral alcohols, acids, amines and esters 26 – 34 , thus AHF has been widely investigated and some significant progresses have been made 35 – 45 . However, most of the work focused on the AHF of monosubstituted olefins and disubstituted alkenes, and only one chiral center was introduced into the product.…”

Developments in the Catalytic Asymmetric Synthesis of Agrochemicals and Their Synthetic Importance

“…At present, a great deal of work both academically and industrially is being carried out in developing more efficient and selective catalytic asymmetric hydroformylation reactions. Since chiral aldehydes are important intermediates for a variety of enantiomerically pure compounds, asymmetric hydroformylation is of great potential for the synthesis of pharmaceutical and agrochemical compounds. − Despite its importance, this methodology is underdeveloped. Achieving high enantioselectivity (>98% ee ) remains a challenge in many cases, because of several disadvantages such as tendency for the competitive hydrogenation reaction of the substrates, unwanted racemization of the products, and unsatisfactory ratio of the desired branched products 2 to linear products 3 , and more importantly such reactions are generally carried out at higher temperature to achieve an acceptable reaction rate .…”

Recent development towards alkene hydroformylation catalysts integrating traditional homo- and heterogeneous catalysis

“…2 d However, the easy dissociation of the PPh 3 ligand requires the addition of excess PPh 3 to maintain the maximum activity and selectivity. To achieve high regioselectivity and enantioselectivity, a variety of bisphosphine ligands, including BISBI, 8 xantphos, 9 biphephos, 10 naphos, 11 and ( S , R )-binaphos, 12 have been constructed for homogeneous Rh-catalyzed hydroformylation reactions. However, although satisfactory selectivity has been achieved, the low activity of bisphosphine Rh catalysts is still an enormous obstacle.…”