Stereochemistry of the Primary Carbon. XVII. Absolute Configuration of 1-ButanoI-1-d

A. Streitwieser; I. Schwager; L. Verbit; H. Rabitz

doi:10.1021/jo01280a051

Stereochemistry of the Primary Carbon. XVII. Absolute Configuration of 1-ButanoI-1-d

A. Streitwieser, I. Schwager, L. Verbit, H. Rabitz

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Abstract

(+)-1-Butanol-1-d was converted by reactions of known stereochemistry to (R)-(-)-1-bromopentane-2-d which was also related to (S)-(-)-pentane-2-d via asymmetric hydroboration reactions on 1-pentene-2-d. The configurations previously assigned to the deuterio alcohols on the basis of mechanisms are confirmed by these interconversions.

Original language	English (US)
Pages (from-to)	1532-1534
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	32
Issue number	5
DOIs	https://doi.org/10.1021/jo01280a051
State	Published - 1967
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo01280a051

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title = "Stereochemistry of the Primary Carbon. XVII. Absolute Configuration of 1-ButanoI-1-d",

abstract = "(+)-1-Butanol-1-d was converted by reactions of known stereochemistry to (R)-(-)-1-bromopentane-2-d which was also related to (S)-(-)-pentane-2-d via asymmetric hydroboration reactions on 1-pentene-2-d. The configurations previously assigned to the deuterio alcohols on the basis of mechanisms are confirmed by these interconversions.",

author = "A. Streitwieser and I. Schwager and L. Verbit and H. Rabitz",

year = "1967",

doi = "10.1021/jo01280a051",

language = "English (US)",

volume = "32",

pages = "1532--1534",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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T1 - Stereochemistry of the Primary Carbon. XVII. Absolute Configuration of 1-ButanoI-1-d

AU - Streitwieser, A.

AU - Schwager, I.

AU - Verbit, L.

AU - Rabitz, H.

PY - 1967

Y1 - 1967

N2 - (+)-1-Butanol-1-d was converted by reactions of known stereochemistry to (R)-(-)-1-bromopentane-2-d which was also related to (S)-(-)-pentane-2-d via asymmetric hydroboration reactions on 1-pentene-2-d. The configurations previously assigned to the deuterio alcohols on the basis of mechanisms are confirmed by these interconversions.

AB - (+)-1-Butanol-1-d was converted by reactions of known stereochemistry to (R)-(-)-1-bromopentane-2-d which was also related to (S)-(-)-pentane-2-d via asymmetric hydroboration reactions on 1-pentene-2-d. The configurations previously assigned to the deuterio alcohols on the basis of mechanisms are confirmed by these interconversions.

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DO - 10.1021/jo01280a051

M3 - Article

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ER -

Stereochemistry of the Primary Carbon. XVII. Absolute Configuration of 1-ButanoI-1-d

Abstract

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