A formal total synthesis of (±) - neplanocin A

Khan, Faiz Ahmed ; Rout, Bhimsen (2007) A formal total synthesis of (±) - neplanocin A Journal of Organic Chemistry, 72 (18). pp. 7011-7013. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo0710127

Related URL: http://dx.doi.org/10.1021/jo0710127


Stereoselective formal synthesis of (±)-neplanocin A from a cyclopentane derivative employing an elegant strategy involving reiterative usage of an already existing acetonide protecting group is reported. The acetonide protecting group that is carried forward intact right from the starting adduct to an advanced intermediate is shuffled around twice as in a "relay race" through the synthetic sequence, thus avoiding unnecessary employment of additional protecting groups.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:80337
Deposited On:31 Jan 2012 14:28
Last Modified:31 Jan 2012 14:28

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