Enantioselective synthesis of anti homoallylic alcohols from terminal alkynes and aldehydes based on concomitant use of a cationic iridium complex and a chiral phosphoric acid

Tomoya Miura; Yui Nishida; Masao Morimoto; Masahiro Murakami

doi:10.1021/ja405790t

Enantioselective synthesis of anti homoallylic alcohols from terminal alkynes and aldehydes based on concomitant use of a cationic iridium complex and a chiral phosphoric acid

Tomoya Miura, Yui Nishida, Masao Morimoto, Masahiro Murakami

Research output: Contribution to journal › Article › peer-review

71 Citations (Scopus)

Abstract

We report a highly diastereo- and enantioselective synthesis of anti homoallylic alcohols from terminal alkynes via (E)-1-alkenylboronates based upon two catalytic reactions: a cationic iridium complex-catalyzed olefin transposition of (E)-1-alkenylboronates and a chiral phosphoric acid-catalyzed allylation reaction of aldehydes.

Original language	English
Pages (from-to)	11497-11500
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	135
Issue number	31
DOIs	https://doi.org/10.1021/ja405790t
Publication status	Published - Aug 7 2013
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja405790t

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Enantioselective synthesis of anti homoallylic alcohols from terminal alkynes and aldehydes based on concomitant use of a cationic iridium complex and a chiral phosphoric acid. / Miura, Tomoya; Nishida, Yui; Morimoto, Masao et al.

In: Journal of the American Chemical Society, Vol. 135, No. 31, 07.08.2013, p. 11497-11500.

Research output: Contribution to journal › Article › peer-review

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AU - Morimoto, Masao

AU - Murakami, Masahiro

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AB - We report a highly diastereo- and enantioselective synthesis of anti homoallylic alcohols from terminal alkynes via (E)-1-alkenylboronates based upon two catalytic reactions: a cationic iridium complex-catalyzed olefin transposition of (E)-1-alkenylboronates and a chiral phosphoric acid-catalyzed allylation reaction of aldehydes.

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Enantioselective synthesis of anti homoallylic alcohols from terminal alkynes and aldehydes based on concomitant use of a cationic iridium complex and a chiral phosphoric acid

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