Abstract:A one-pot catalytic enantioselective allylboration/Mizoroki-Heck reaction of 2-bromoaryl ketones has been developed for the asymmetric synthesis of 3-methyleneindanes bearing a tertiary alcohol center. Brønsted acid-catalyzed allylboration with a chiral BINOL derivative was followed by a palladium-catalyzed Mizoroki-Heck cyclization, resulting in selective formation of the exo-alkene. This novel protocol provides a concise and scalable approach to 1-alkyl-3-methyleneindan-1-ols in high enantiomeric ratios (up … Show more
“…The authors further extended this cascade reaction to the asymmetric synthesis of 3-methyleneindanes 383 bearing a tertiary alcohol center, employing ( S )-3,3′-Br 2 -BINOL as a chiral Brønsted acid and 2-bromoaryl ketones 381 as substrates (Scheme 84). 174 Of note, both chiral indanols 383 and their endo -alkene isomers 384 were obtained in this transformation.…”
Section: Cyclization Based On Heck Reactionmentioning
This review aims to collect advancements in enantioselective palladium-catalyzed cyclization reactions over the past eleven years, and it is organized into thirteen sections depending on the different types of transformations involved.
“…The authors further extended this cascade reaction to the asymmetric synthesis of 3-methyleneindanes 383 bearing a tertiary alcohol center, employing ( S )-3,3′-Br 2 -BINOL as a chiral Brønsted acid and 2-bromoaryl ketones 381 as substrates (Scheme 84). 174 Of note, both chiral indanols 383 and their endo -alkene isomers 384 were obtained in this transformation.…”
Section: Cyclization Based On Heck Reactionmentioning
This review aims to collect advancements in enantioselective palladium-catalyzed cyclization reactions over the past eleven years, and it is organized into thirteen sections depending on the different types of transformations involved.
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