Asymmetric Formal Synthesis of (+)-Lactacystin

Sridhar, Chirumarry ; Vijaykumar, Bodduri V. D. ; Radhika, Laghuvarapu ; Shin, Dong-Soo ; Chandrasekhar, Srivari (2014) Asymmetric Formal Synthesis of (+)-Lactacystin European Journal of Organic Chemistry, 2014 (30). pp. 6707-6712. ISSN 1434193X

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Official URL: http://doi.org/10.1002/ejoc.201402700

Related URL: http://dx.doi.org/10.1002/ejoc.201402700

Abstract

A formal synthesis of (+)-lactacystin was achieved from readily available isobutyraldehyde and ethyl acrylate by using a Baylis–Hillman reaction, an intermolecular nucleophilic displacement under Mitsunobu conditions, a Sharpless asymmetric epoxidation, a palladium-catalyzed syn-selective ring opening of an epoxide, an azide reductive lactamization, and a ruthenium-catalyzed oxidation as the key steps.

Item Type:Article
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ID Code:131327
Deposited On:06 Dec 2022 10:19
Last Modified:06 Dec 2022 10:19

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