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Updated: Aug 4, 2026

Crystallizing Membrane Proteins for Structure Determination using Lipidic Mesophases
Published on: November 22, 2010
Concise total syntheses of (±)-mesembrane and (±)-crinane
Mrinal Kanti Das1, Subhadip De, Shubhashish
1Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal, MP-462066, India. alakesh@iiserb.ac.in.
Abstract:
A straightforward and unified strategy to access Amaryllidaceae alkaloids comprising a cis-3a-aryloctahydroindole scaffold has been developed. The strategy features Eschenmoser-Claisen rearrangement of allylalcohol as a key step for the installation of all-carbon quaternary stereocenters present in these alkaloids. The consequent iodolactonization-reduction-oxidation sequence beautifully assembles the advanced intermediate keto-aldehyde 10a, b in synthetically viable yields. The methodology has been successfully applied in the efficient syntheses of (±)-mesembrane (1a) and (±)-crinane (2a).
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