Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Regular issue | Vol 48, No. 3, 1998, pp.427-431
Published online, 1st January, 1970
DOI: 10.3987/COM-97-8066
New Approach to (3R,4R)-3-Amino-N-benzyloxycarbonyl-4-hydroxy-hexahydro-1H-azepine Using Ring Expansion of Optically Active Piperidine Derivative

Toshiya Morie and Shiro Kato*

*Discovery Research Laboratories, Dainippon Pharmaceutical Co., Ltd., Enoki 33-94, Suita, Osaka 564, Japan


New approach to (3R, 4R)-3-amino-N-benzyloxycarbonyl-4-hydroxyhexahydro-1H-azepine (18), which is the intermediate of the natural product balanol (1), is described. A key step in this method is ring expansion of the optically active piperidine derivative (10) to the corresponding hexahydro-1H-azepine (12) with retention of the configuration.