Synlett 2015; 26(08): 1089-1092
DOI: 10.1055/s-0034-1380227
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© Georg Thieme Verlag Stuttgart · New York

Divergent Synthesis of Aminocyclopentitol Analogues via Stereoselective Amination of Cyclic Polybenzyl Ether with Chlorosulfonyl Isocyanate

Young Hoon Jung*
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
,
Seung In Kim
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
,
Yeon Ju Hong
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
,
Sook Jin Park
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
,
Kyung Tae Kang
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
,
So Yeon Kim
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
,
Jung Sang Park
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
,
In Su Kim
School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea   Email: yhjung@skku.edu
› Author Affiliations
Further Information

Publication History

Received: 29 December 2014

Accepted after revision: 23 January 2015

Publication Date:
20 February 2015 (online)


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Abstract

The divergent synthesis of some novel aminocyclopentitol analogues was concisely achieved from readily available d-galactose via the highly diastereoselective amination of carbocyclic polybenzyl ether using chlorosulfonyl isocyanate, diastereoselective dihydroxylation, and epoxidation as the key steps.

Supporting Information