Gonzalez-Granda, Sergio’s team published research in Angewandte Chemie, International Edition in 2021-06-14 | CAS: 1468-83-3

Angewandte Chemie, International Edition published new progress about Allylic alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Gonzalez-Granda, Sergio published the artcileAlcohol Dehydrogenases and N-Heterocyclic Carbene Gold(I) Catalysts: Design of a Chemoenzymatic Cascade towards Optically Active β,β-Disubstituted Allylic Alcohols, Category: benzothiophene, the main research area is propargylic alc Meyer Schuster rearrangement gold catalyst enzymic reduction; allylic alc enantioselective synthesis; alcohols; enzymes; gold; rearrangements; stereoselectivity.

The combination of gold(I) and enzyme catalysis is used in a two-step approach, including Meyer-Schuster rearrangement of a series of readily available propargylic alcs. followed by stereoselective bioreduction of the corresponding allylic ketone intermediates, to provide optically pure β,β-disubstituted allylic alcs. This cascade involves a gold N-heterocyclic carbene and an enzyme, demonstrating the compatibility of both catalyst types in aqueous medium under mild reaction conditions. The combination of [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene][bis(trifluoromethanesulfonyl)-imide]gold(I) (IPrAuNTf2) and a selective alc. dehydrogenase (ADH-A from Rhodococcus ruber, KRED-P1-A12 or KRED-P3-G09) led to the synthesis of a series of optically active (E)-4-arylpent-3-en-2-ols in good yields (65-86%). The approach was also extended to various 2-hetarylpent-3-yn-2-ol, hexynol, and butynol derivatives The use of alc. dehydrogenases of opposite selectivity led to the production of both allyl alc. enantiomers (93->99% ee) for a broad panel of substrates.

Angewandte Chemie, International Edition published new progress about Allylic alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem