Diastereoselective photocycloaddition using memory effect of molecular chirality controlled by crystallization.
Naphthamides derived from L-proline, which exist as a mixture of several diastereomers in solution, converged to single diastereomer by crystallization, and the conformational transformation was controlled after the crystals were dissolved in the solvent at low temperature, where the frozen conformation was retained long enough for subsequent asymmetric reaction.
Sakamoto
Masami
M
Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Chiba University, Chiba, 263-8522, Japan. sakamotom@faculty.chiba-u.jp
Unosawa
Atsushi
A
Kobaru
Shuichiro
S
Hasegawa
Yasuhiro
Y
Mino
Takashi
T
Kasashima
Yoshio
Y
Fujita
Tsutomu
T