Iridium-Catalyzed Asymmetric Allylic Alkylation of Deconjugated Butyrolactams

Mitra, S and Mukherjee, S (2021) Iridium-Catalyzed Asymmetric Allylic Alkylation of Deconjugated Butyrolactams. In: Organic Letters, 23 (8). pp. 3021-3026.

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Abstract

Compared with the ever-growing list of nonprochiral nucleophiles in Ir-catalyzed asymmetric allylic substitution reactions, prochiral nucleophiles are less studied. We present a new prochiral nucleophile, namely, deconjugated butyrolactam, for Ir-catalyzed asymmetric allylic alkylation (AAA). This reaction provides access to α-allyl deconjugated butyrolactams with a moderate to good dr and an excellent er. This is the first AAA reaction of deconjugated butyrolactams. Allyl transposition through Cope rearrangement appears to proceed stereospecifically to form γ-allyl conjugated butyrolactams. © 2021 American Chemical Society.

Item Type:	Journal Article
Publication:	Organic Letters
Publisher:	American Chemical Society
Additional Information:	The copyright for this article belongs to American Chemical Society
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	22 Jul 2021 06:48
Last Modified:	22 Jul 2021 06:48
URI:	http://eprints.iisc.ac.in/id/eprint/68885

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