Abstract
Chiral allenylcarbonyls such as allenoates remain underutilized in complex synthesis despite recent advances in synthesis methods to prepare them non-racemically. The field is now ripe for the employment of this class of allenes as building blocks to facilitate the construction of complex small-molecule compounds, such as bridged bicycles.
Keywords: Chiral allenylcarbonyls, complex synthesis, cyclobutene, cycloaddition, zinc, diels-alder reaction.
Graphical Abstract
[http://dx.doi.org/10.1002/anie.201801110] [PMID: 29481716]
[http://dx.doi.org/10.1021/jacs.6b00567] [PMID: 26910382]
[http://dx.doi.org/10.1021/ja100178u] [PMID: 20218696]
[http://dx.doi.org/10.1021/ol901455q] [PMID: 19655733]
[http://dx.doi.org/10.1021/ol062811z] [PMID: 17249787]
[http://dx.doi.org/10.1021/ol0345226] [PMID: 12735782]
[http://dx.doi.org/10.1021/acs.orglett.9b02982] [PMID: 31486655]
[http://dx.doi.org/10.1002/anie.201101460] [PMID: 22271630]
[http://dx.doi.org/10.1039/C8CC10313E] [PMID: 30720032]
[http://dx.doi.org/10.1021/acs.joc.8b00145] [PMID: 29688726]
[http://dx.doi.org/10.1021/jacs.5b03273] [PMID: 25905736]
[http://dx.doi.org/10.1021/jo0512103] [PMID: 16277359]
[http://dx.doi.org/10.1021/ja810136m] [PMID: 19271702]
[http://dx.doi.org/10.1021/jo501700c] [PMID: 25184784]
[http://dx.doi.org/10.1016/j.tet.2014.08.030]
[http://dx.doi.org/10.1002/chem.201900963] [PMID: 31033044]
[http://dx.doi.org/10.1002/anie.201710835] [PMID: 29141113]
[http://dx.doi.org/10.1002/anie.201504723] [PMID: 26387687]
[http://dx.doi.org/10.1021/ja401606e] [PMID: 23488914]
[http://dx.doi.org/10.1021/acs.orglett.5b03681] [PMID: 26925611]
[http://dx.doi.org/10.1021/ol503757h] [PMID: 25662282]
[http://dx.doi.org/10.2174/1570178616666181203141515] [PMID: 31316308]
[http://dx.doi.org/10.1021/jo0487754] [PMID: 15609951]
[http://dx.doi.org/10.1021/jo051040u] [PMID: 16122274]
[http://dx.doi.org/10.1002/anie.201603649] [PMID: 27275598]
[http://dx.doi.org/10.1002/anie.201501918] [PMID: 26120035]
[http://dx.doi.org/10.1021/ja406135t] [PMID: 23869750]
[http://dx.doi.org/10.1038/nchem.1567] [PMID: 23422567]
[http://dx.doi.org/10.1021/ja901528b] [PMID: 19422238]
[http://dx.doi.org/10.1021/ol7015669] [PMID: 17705503]
[http://dx.doi.org/10.1021/jacs.5b08958] [PMID: 26434364]
[http://dx.doi.org/10.1021/cr200364p] [PMID: 23082820]
[http://dx.doi.org/10.1021/ol502171h] [PMID: 25275702]
[http://dx.doi.org/10.1039/C6CC01689H] [PMID: 27109259]
[http://dx.doi.org/10.1021/ja055301t] [PMID: 16218611]