Combination of gold and redox enzyme catalysis to access valuable enantioenriched aliphatic β-chlorohydrins

Autor:	Lorena Escot, Sergio González-Granda, Vicente Gotor-Fernández, Iván Lavandera
Rok vydání:	2022
Předmět:	Organic Chemistry Physical and Theoretical Chemistry Biochemistry
Zdroj:	Organic & Biomolecular Chemistry. 20:9650-9658
ISSN:	1477-0539 1477-0520
DOI:	10.1039/d2ob01953a
Popis:	The synthesis of enantioenriched β-chlorohydrins is highly appealing due to their relevance as building-blocks in organic synthesis. However, the approximation to aliphatic derivatives is particularly challenging due to the difficulties to get access to the α-chloroketone precursors. Herein, we propose a straightforward and scalable approach combining in a concurrent manner gold(I) and redox enzyme catalysis through a hydration-bioreduction cascade. A total of nine aliphatic β-chlorohydrins bearing different functional groups were obtained with very high yields (63-88%) and stereoselectivities (99% ee).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::aee120dde5c1abf7abdf49731c1889e1 https://doi.org/10.1039/d2ob01953a Zobrazit plný text záznamu