Mechanistic studies on the diastereoselectie halohydroxylation of γ-δ unsaturated carboxamides

K. Rossen; R. A. Reamer; R. P. Volante; P. J. Reider

doi:10.1016/0040-4039(96)01529-8

Mechanistic studies on the diastereoselectie halohydroxylation of γ-δ unsaturated carboxamides

K. Rossen, R. A. Reamer, R. P. Volante, P. J. Reider

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

30 Scopus citations

Abstract

Evidence is presented that the diastereoselective iodohydroxylation of the γ-δ unsaturated amide 2 proceeds without involvement of iminium ion 12 directly to the tetrahedal intermediate 17 and its subsequent endocyclic cleavage to 3.

Original language	English (US)
Pages (from-to)	6843-6846
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	38
DOIs	https://doi.org/10.1016/0040-4039(96)01529-8
State	Published - Sep 16 1996
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(96)01529-8

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title = "Mechanistic studies on the diastereoselectie halohydroxylation of γ-δ unsaturated carboxamides",

abstract = "Evidence is presented that the diastereoselective iodohydroxylation of the γ-δ unsaturated amide 2 proceeds without involvement of iminium ion 12 directly to the tetrahedal intermediate 17 and its subsequent endocyclic cleavage to 3.",

author = "K. Rossen and Reamer, {R. A.} and Volante, {R. P.} and Reider, {P. J.}",

year = "1996",

month = sep,

day = "16",

doi = "10.1016/0040-4039(96)01529-8",

language = "English (US)",

volume = "37",

pages = "6843--6846",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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number = "38",

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T1 - Mechanistic studies on the diastereoselectie halohydroxylation of γ-δ unsaturated carboxamides

AU - Rossen, K.

AU - Reamer, R. A.

AU - Volante, R. P.

AU - Reider, P. J.

PY - 1996/9/16

Y1 - 1996/9/16

N2 - Evidence is presented that the diastereoselective iodohydroxylation of the γ-δ unsaturated amide 2 proceeds without involvement of iminium ion 12 directly to the tetrahedal intermediate 17 and its subsequent endocyclic cleavage to 3.

AB - Evidence is presented that the diastereoselective iodohydroxylation of the γ-δ unsaturated amide 2 proceeds without involvement of iminium ion 12 directly to the tetrahedal intermediate 17 and its subsequent endocyclic cleavage to 3.

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U2 - 10.1016/0040-4039(96)01529-8

DO - 10.1016/0040-4039(96)01529-8

M3 - Article

AN - SCOPUS:0030590407

SN - 0040-4039

VL - 37

SP - 6843

EP - 6846

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 38

ER -

Mechanistic studies on the diastereoselectie halohydroxylation of γ-δ unsaturated carboxamides

Abstract

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