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Two-Step Asymmetric Reaction Using the Frozen Chirality Generated by Spontaneous Crystallization

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posted on 2012-05-18, 00:00 authored by Fumitoshi Yagishita, Takashi Mino, Tsutomu Fujita, Masami Sakamoto
N,N-Diallyl-4-methyl-1-propyl-2-quinolone-3-carboxamide afforded chiral crystals of a P21 crystal system by spontaneous crystallization. The molecular chirality in the crystal was retained after the crystals were dissolved in a solvent at a low temperature, and the frozen molecular chirality was effectively transferred to the products by a two-step reaction involving hydrogenation and intermolecular photocycloaddition reactions.