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- W2095405114 abstract "Interest in the synthesis of the C(23)–C(40) fragment 2 of tetrafibricin prompted us to develop a new method for the synthesis of 1,5-syn-(E)-diols. Toward this end, the kinetically controlled hydroboration of allenes 6, 33, ent-39, 42, and 45 with the Soderquist borane 25R were studied. Tetrabutylammonium allenyltrifluoroborate 45 gave superior results and was utilized in a double allylboration sequence with two different aldehydes to provide the targeted 1,5-syn-(E)-diols in generally high yields (72–98%), and with high enantioselectivity (>95% ee), diastereoselectivity (dr >20:1), and (E)/(Z) selectivity (>20:1). This new method was applied to the synthesis of the C(23)–C(40) fragment 2 of tetrafibricin." @default.
- W2095405114 created "2016-06-24" @default.
- W2095405114 creator A5003267052 @default.
- W2095405114 creator A5027418776 @default.
- W2095405114 creator A5030278045 @default.
- W2095405114 creator A5045681846 @default.
- W2095405114 creator A5058745131 @default.
- W2095405114 date "2011-09-01" @default.
- W2095405114 modified "2023-10-07" @default.
- W2095405114 title "Development of a double allylboration reagent targeting 1,5-syn-(E)-diols: application to the synthesis of the C(23)–C(40) fragment of tetrafibricin" @default.
- W2095405114 cites W119228975 @default.
- W2095405114 cites W1491183344 @default.
- W2095405114 cites W1963503284 @default.
- W2095405114 cites W1963884538 @default.
- W2095405114 cites W1964555670 @default.
- W2095405114 cites W1967678257 @default.
- W2095405114 cites W1970073380 @default.
- W2095405114 cites W1970500689 @default.
- W2095405114 cites W1976753737 @default.
- W2095405114 cites W1977121059 @default.
- W2095405114 cites W1978614644 @default.
- W2095405114 cites W1981882167 @default.
- W2095405114 cites W1989772178 @default.
- W2095405114 cites W1990968982 @default.
- W2095405114 cites W1994781879 @default.
- W2095405114 cites W1995670052 @default.
- W2095405114 cites W1999012949 @default.
- W2095405114 cites W2001900361 @default.
- W2095405114 cites W2002629749 @default.
- W2095405114 cites W2004373069 @default.
- W2095405114 cites W2010585218 @default.
- W2095405114 cites W2010871897 @default.
- W2095405114 cites W2014339192 @default.
- W2095405114 cites W2018050393 @default.
- W2095405114 cites W2020451393 @default.
- W2095405114 cites W2020851992 @default.
- W2095405114 cites W2022201263 @default.
- W2095405114 cites W2024246966 @default.
- W2095405114 cites W2025728077 @default.
- W2095405114 cites W2027592245 @default.
- W2095405114 cites W2035666782 @default.
- W2095405114 cites W2036084232 @default.
- W2095405114 cites W2040820624 @default.
- W2095405114 cites W2041112384 @default.
- W2095405114 cites W2042081944 @default.
- W2095405114 cites W2044705642 @default.
- W2095405114 cites W2045722795 @default.
- W2095405114 cites W2050887536 @default.
- W2095405114 cites W2057036783 @default.
- W2095405114 cites W2058428298 @default.
- W2095405114 cites W2058990111 @default.
- W2095405114 cites W2060031647 @default.
- W2095405114 cites W2060458940 @default.
- W2095405114 cites W2060739441 @default.
- W2095405114 cites W2061211634 @default.
- W2095405114 cites W2066751783 @default.
- W2095405114 cites W2067077768 @default.
- W2095405114 cites W2069607377 @default.
- W2095405114 cites W2069626634 @default.
- W2095405114 cites W2069760345 @default.
- W2095405114 cites W2071801044 @default.
- W2095405114 cites W2074014531 @default.
- W2095405114 cites W2077410062 @default.
- W2095405114 cites W2078932793 @default.
- W2095405114 cites W2081374304 @default.
- W2095405114 cites W2090910132 @default.
- W2095405114 cites W2091036213 @default.
- W2095405114 cites W2095437252 @default.
- W2095405114 cites W2107664393 @default.
- W2095405114 cites W2110544193 @default.
- W2095405114 cites W2113676744 @default.
- W2095405114 cites W2128770585 @default.
- W2095405114 cites W2129038688 @default.
- W2095405114 cites W2154421000 @default.
- W2095405114 cites W2164870496 @default.
- W2095405114 cites W2173156099 @default.
- W2095405114 cites W2323943045 @default.
- W2095405114 cites W2327070416 @default.
- W2095405114 cites W2333537146 @default.
- W2095405114 cites W2949108923 @default.
- W2095405114 cites W2949405989 @default.
- W2095405114 cites W2949418253 @default.
- W2095405114 cites W2949519425 @default.
- W2095405114 cites W2949922500 @default.
- W2095405114 cites W2950313139 @default.
- W2095405114 cites W2950898140 @default.
- W2095405114 cites W2950917790 @default.
- W2095405114 cites W2951017552 @default.
- W2095405114 cites W2951250358 @default.
- W2095405114 cites W2951382916 @default.
- W2095405114 cites W2951627237 @default.
- W2095405114 cites W2951940305 @default.
- W2095405114 cites W2952852424 @default.
- W2095405114 cites W2953168969 @default.
- W2095405114 cites W4232241393 @default.
- W2095405114 doi "https://doi.org/10.1016/j.tet.2011.06.008" @default.
- W2095405114 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/3156408" @default.
- W2095405114 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/21857752" @default.