Environmentally benign synthesis of β-hydroxy sulfides using cyclic carbonates catalyzed by large-pore zeolites

Chemoenzymatic Cascades for the Enantioselective Synthesis of β‐Hydroxysulfides Bearing a Stereocentre at the C−O or C−S Bond by Ketoreductases

“…The absolute configurations of (R)-7a and (S)-7a were assigned by comparison of their optical rotations with the data reported in literature. [18] Next, the biocatalytic reduction of a variety of α-thioketones 6b-n bearing diverse substituents at R 1 was investigated (Table 1, entries [2][3][4][5][6][7][8][9][10][11][12][13][14]. Impressively, all the substrates 6b-n were reduced by KRED311 or KRED349 with high efficiency (>54-99% conversions) and enantioselectivity (>64-99% ee values) irrespective of R 1 group, providing the corresponding β-hydroxysulfides 7b-n with opposite enantioselectivities in high yields.…”

“…[9] Therefore, synthetic approaches towards their preparation have captured wide attention. [10] Classic routes to chiral β-hydroxysulfides include the asymmetric ring opening of epoxides [11] or cyclic carbonates [12] with thiophenols/mercaptanes catalysed by metal complexes based on chiral BINOL, [13] salen, [14] or bipyridine ligands. [15] However, these methods show some drawbacks such as the requirement of metals and complex chiral ligands, the usage of not easily accessible starting materials and, in some cases, unsatisfactory regio-and enantioselectivities.…”

Chemoenzymatic Cascades for the Enantioselective Synthesis of β‐Hydroxysulfides Bearing a Stereocentre at the C−O or C−S Bond by Ketoreductases

“…Therefore, synthetic approaches towards their preparation have captured wide attention [10] . Classic routes to chiral β‐hydroxysulfides include the asymmetric ring opening of epoxides [11] or cyclic carbonates [12] with thiophenols/mercaptanes catalysed by metal complexes based on chiral BINOL, [13] salen, [14] or bipyridine ligands [15] . However, these methods show some drawbacks such as the requirement of metals and complex chiral ligands, the usage of not easily accessible starting materials and, in some cases, unsatisfactory regio‐ and enantioselectivities.…”

Robust Cationic Calix[4]arene Polymer as an Efficient Catalyst for Cycloaddition of Epoxides with CO2

“…The heterogeneous catalysts including supported silica, − porous carbons, − zeolites, , metal–organic frameworks, − and covalent organic polymers (COPs) − could solve the above problems, which has become a hot field in modern catalysis research. Among these solid catalyst materials, COPs, which have virtues including tunable skeletons, high surface areas, low mass densities, excellent physicochemical stability, and easy functionality, are highly promising for efficient CO 2 transformation .…”