Enantioselective lactonization of sodium 4-hydroxypimelate under abiological conditions

…, S Terada, M Murata, H Nagasawa…

Index: Fuji, Kaoru; Node, Manabu; Terada, Shunji; Murata, Makoto; Nagasawa, Hideko Journal of the American Chemical Society, 1985 , vol. 107, # 22 p. 6404 - 6406

Full Text: HTML

Citation Number: 26

Abstract

2 asymmetric induction strongly depends upon the concentration of the substrate 1. As the concentration of the substrate was lowered a higher degree of enantiomeric excess (ee) was obtained. Using a 2-5 mmol solution is advisable because enantiomerically pure (-)-lactone 2 can be obtained from one recrystallization. Absolute stereochemistry of (-)-butyrolactone 2 was proved to be S by an X-ray crystallographic analysis of the (S)-(-)-a- ...

Related Articles:

Dimethylzinc-initiated radical reactions

[Grayson, David H.; McCarthy, Una; Roycroft, Edwin D. Organic and Biomolecular Chemistry, 2003 , vol. 1, # 11 p. 1930 - 1937]

Asymmetric synthesis of 5-and 6-membered lactones from cyclic substrates bearing a C2-chiral auxiliary

[Yamamoto, Yukio; Sakamoto, Akio; Nishioka, Takaaki; Oda, Jun'ichi; Fukazawa, Yoshimasa Journal of Organic Chemistry, 1991 , vol. 56, # 3 p. 1112 - 1119]

More Articles...