Toward a potential total synthesis of gelsemine: A regioselective hydroboration directed by a remote olefin Journal Article


Authors: Ng, F.; Chiu, P.; Danishefsky, S. J.
Article Title: Toward a potential total synthesis of gelsemine: A regioselective hydroboration directed by a remote olefin
Abstract: Hydroboration of bicyclo[3.2.1]octa-2,6-diene derivatives occurred exclusively on one olefin, and within this olefin, remarkable regioselective addition of boron to one carbon terminus was observed. This regioselectivity was significantly improved with more electrophilic hydroborating agents. The regioselectivity is attributed to the directive effect of a remote olefin.
Keywords: controlled study; unclassified drug; nonhuman; united states; drug synthesis; alkene; hydroboration; gelsemine; article; oxetane derivative
Journal Title: Tetrahedron Letters
Volume: 39
Issue: 8
ISSN: 0040-4039
Publisher: Pergamon-Elsevier Science Ltd  
Date Published: 1998-02-19
Start Page: 767
End Page: 770
Language: English
DOI: 10.1016/s0040-4039(97)10621-9
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 12 December 2016 -- Source: Scopus
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