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http://hdl.handle.net/2445/128419
Title: | Approach to cis-Phlegmarine Alkaloids via Stereodivergent Reduction: Total Synthesis of (+)-Serratezomine E and Putative Structure of (−)-Huperzine N |
Author: | Bosch, Caroline Fiser, Bela Gómez-Bengoa, Enrique Bradshaw, Ben Bonjoch i Sesé, Josep |
Keywords: | Alcaloides Compostos heterocíclics Síntesi orgànica Productes naturals Alkaloids Heterocyclic compounds Organic synthesis Natural products |
Issue Date: | 25-Sep-2015 |
Publisher: | American Chemical Society |
Abstract: | A unified strategy for the synthesis of the cisphlegmarine group of alkaloids is presented, leading to the first synthesis of serratezomine E (1) as well as the putative structure of huperzine N (2). A contrasteric hydrogenation method was developed based on the use of Wilkinson's catalyst, which allowed the facial selectivity of standard hydrogenation to be completely overturned. Calculations were performed to determine the mechanism, and structures for huperzines M and N are reassigned. |
Note: | Versió postprint del document publicat a: https://doi.org/10.1021/acs.orglett.5b02581 |
It is part of: | Organic Letters, 2015, vol. 17, num. 20, p. 5084-5087 |
URI: | http://hdl.handle.net/2445/128419 |
Related resource: | https://doi.org/10.1021/acs.orglett.5b02581 |
ISSN: | 1523-7060 |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) Articles publicats en revistes (Institut de Biomedicina (IBUB)) |
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