Proline-mediated enantioselective construction of tetrahydropyrans via a domino aldol/acetalization reaction

Damien Hazelard; Hayato Ishikawa; Daisuke Hashizume; Hiroyuki Koshino; Yujiro Hayashi

doi:10.1021/ol8002223

Proline-mediated enantioselective construction of tetrahydropyrans via a domino aldol/acetalization reaction

Damien Hazelard, Hayato Ishikawa, Daisuke Hashizume, Hiroyuki Koshino, Yujiro Hayashi

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

27 Citations (Scopus)

Abstract

(Chemical Equation Presented) Highly enantioselective synthesis of tetrahydropyrans was accomplished via a domino proline-mediated aldol reaction/intramolecular acetal formation from an aldehyde and inexpensive aqueous tetrahydro-2H-pyran-2,6-diol as a five-carbon unit.

Original language	English
Pages (from-to)	1445-1448
Number of pages	4
Journal	Organic letters
Volume	10
Issue number	7
DOIs	https://doi.org/10.1021/ol8002223
Publication status	Published - 2008 Apr 3
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol8002223

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abstract = "(Chemical Equation Presented) Highly enantioselective synthesis of tetrahydropyrans was accomplished via a domino proline-mediated aldol reaction/intramolecular acetal formation from an aldehyde and inexpensive aqueous tetrahydro-2H-pyran-2,6-diol as a five-carbon unit.",

author = "Damien Hazelard and Hayato Ishikawa and Daisuke Hashizume and Hiroyuki Koshino and Yujiro Hayashi",

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T1 - Proline-mediated enantioselective construction of tetrahydropyrans via a domino aldol/acetalization reaction

AU - Hazelard, Damien

AU - Ishikawa, Hayato

AU - Hashizume, Daisuke

AU - Koshino, Hiroyuki

AU - Hayashi, Yujiro

PY - 2008/4/3

Y1 - 2008/4/3

N2 - (Chemical Equation Presented) Highly enantioselective synthesis of tetrahydropyrans was accomplished via a domino proline-mediated aldol reaction/intramolecular acetal formation from an aldehyde and inexpensive aqueous tetrahydro-2H-pyran-2,6-diol as a five-carbon unit.

AB - (Chemical Equation Presented) Highly enantioselective synthesis of tetrahydropyrans was accomplished via a domino proline-mediated aldol reaction/intramolecular acetal formation from an aldehyde and inexpensive aqueous tetrahydro-2H-pyran-2,6-diol as a five-carbon unit.

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Proline-mediated enantioselective construction of tetrahydropyrans via a domino aldol/acetalization reaction

Abstract

ASJC Scopus subject areas

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