Chiral propargyl alcohols via the enantioselective addition of terminal Di- and triynes to aldehydes
Graham ER, Tykwinski R (2011)
Publication Type: Journal article, Original article
Publication year: 2011
Journal
Original Authors: Graham E.R., Tykwinski R.R.
Publisher: American Chemical Society
Book Volume: 76
Pages Range: 6574-6583
Journal Issue: 16
DOI: 10.1021/jo2008719
Abstract
The enantioselective addition of di- and triynes to aldehydes is presented, including the first examples of an asymmetric triyne addition. Modification of the Carreira alkynylation protocol shows that addition of diynes and triynes to α-branched aldehydes can be complete in as little as 4 h, and these reactions give good yields and enantioselectivities (up to 98% ee) for di- and triynes tested (aryl, alkyl, and silyl). It is shown for two cases (20 and 24) that products of this asymmetric addition reaction can undergo further manipulation (desilylation and triazole formation) without affecting the enantiopurity. © 2011 American Chemical Society.
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APA:
Graham, E.R., & Tykwinski, R. (2011). Chiral propargyl alcohols via the enantioselective addition of terminal Di- and triynes to aldehydes. Journal of Organic Chemistry, 76(16), 6574-6583. https://doi.org/10.1021/jo2008719
MLA:
Graham, Erin R., and Rik Tykwinski. "Chiral propargyl alcohols via the enantioselective addition of terminal Di- and triynes to aldehydes." Journal of Organic Chemistry 76.16 (2011): 6574-6583.
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