Journal of the Chemical Society. Chemical communications p. 239 - 241 (1988)
Update date:2022-08-04
Topics:
Naemura, Koichiro
Matsumura, Takahisa
Kotmatsu, Masanori
Hirose, Yoshiki
Chikamatsu, Hiroaki
Hydrolysis of 2,6-diacetoxybicyclo<3.3.1>nonane (5) using lipase from Candida cylindracea gave (+)-(1S,2R,5S,6R)-(4) <81percent enantiomeric excess (e.e.)> and (-)-(1R,2S,5R,6S(-(5) <95percent e.e.>, and pig liver esterase-catalysed hydrolysis of 2,6-diacetoxy-3,3,7,7-tetramethylbicyclo<3.3.1>nonane (9) gave (-)-(1S,2R,5S,6R)-(7) (96percent e.e.) and (+)-(1R,2S,5R,6S)-(9) (86percent e.e.); the enantiomer recognition behaviour of the crown ethers (-)-(11) and (+)-(12) prepared from (-)-(3) and (+)-(7), respectively, has been examined.
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