Asymmetric Synthesis of Syn 1,2-Diols via the Reaction of Aldehydes with Chiral γ-(Tetrahydropyranyloxy)allylstannanes

Yoshinori Yamamoto; Katsumi Kobayashi; Hiroshi Okano; Isao Kadota

doi:10.1021/jo00052a002

Asymmetric Synthesis of Syn 1,2-Diols via the Reaction of Aldehydes with Chiral γ-(Tetrahydropyranyloxy)allylstannanes

Yoshinori Yamamoto, Katsumi Kobayashi, Hiroshi Okano, Isao Kadota

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

26 Citations (Scopus)

Abstract

Asymmetric synthesis of syn 1,2-diols 3 has been accomplished via the reaction of the chiral γ-alkoxy-substituted allylstannane 1 with aldehydes in the presence of AlCl₃ or AlCl₃·OEt₂, followed by a five-step operation to remove the chiral auxiliary.

Original language	English
Pages (from-to)	7003-7005
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	57
Issue number	26
DOIs	https://doi.org/10.1021/jo00052a002
Publication status	Published - Dec 1 1992
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo00052a002

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title = "Asymmetric Synthesis of Syn 1,2-Diols via the Reaction of Aldehydes with Chiral γ-(Tetrahydropyranyloxy)allylstannanes",

abstract = "Asymmetric synthesis of syn 1,2-diols 3 has been accomplished via the reaction of the chiral γ-alkoxy-substituted allylstannane 1 with aldehydes in the presence of AlCl3 or AlCl3·OEt2, followed by a five-step operation to remove the chiral auxiliary.",

author = "Yoshinori Yamamoto and Katsumi Kobayashi and Hiroshi Okano and Isao Kadota",

year = "1992",

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doi = "10.1021/jo00052a002",

language = "English",

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journal = "Journal of Organic Chemistry",

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T1 - Asymmetric Synthesis of Syn 1,2-Diols via the Reaction of Aldehydes with Chiral γ-(Tetrahydropyranyloxy)allylstannanes

AU - Yamamoto, Yoshinori

AU - Kobayashi, Katsumi

AU - Okano, Hiroshi

AU - Kadota, Isao

PY - 1992/12/1

Y1 - 1992/12/1

N2 - Asymmetric synthesis of syn 1,2-diols 3 has been accomplished via the reaction of the chiral γ-alkoxy-substituted allylstannane 1 with aldehydes in the presence of AlCl3 or AlCl3·OEt2, followed by a five-step operation to remove the chiral auxiliary.

AB - Asymmetric synthesis of syn 1,2-diols 3 has been accomplished via the reaction of the chiral γ-alkoxy-substituted allylstannane 1 with aldehydes in the presence of AlCl3 or AlCl3·OEt2, followed by a five-step operation to remove the chiral auxiliary.

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DO - 10.1021/jo00052a002

M3 - Article

AN - SCOPUS:0001346738

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IS - 26

ER -

Asymmetric Synthesis of Syn 1,2-Diols via the Reaction of Aldehydes with Chiral γ-(Tetrahydropyranyloxy)allylstannanes

Abstract

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