Preparation of nonracemic 3,5-disubstituted-γ-butyrolactones: An effective sequent auxiliary for amide alkylation and iodolactonization

Hong Sik Moon; Shawn W E Eisenberg; Mark E. Wilson; Neil E. Schore; Mark J. Kurth

Preparation of nonracemic 3,5-disubstituted-γ-butyrolactones: An effective sequent auxiliary for amide alkylation and iodolactonization

Hong Sik Moon, Shawn W E Eisenberg, Mark E. Wilson, Neil E. Schore, Mark J. Kurth

Chemistry

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

45 Scopus citations

Abstract

The effective dual use of a chiral auxiliary in two sequential steps is reported; this sequent auxiliary mediates diastereoselective C-C bond formation in the first step and mediates diastereoselective heterocyclization in the second step.

Original language	English (US)
Pages (from-to)	6504-6505
Number of pages	2
Journal	Journal of Organic Chemistry
Volume	59
Issue number	22
State	Published - 1994

ASJC Scopus subject areas

Organic Chemistry

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@article{e38b0db928b744d3b9559aae698f2881,

title = "Preparation of nonracemic 3,5-disubstituted-γ-butyrolactones: An effective sequent auxiliary for amide alkylation and iodolactonization",

abstract = "The effective dual use of a chiral auxiliary in two sequential steps is reported; this sequent auxiliary mediates diastereoselective C-C bond formation in the first step and mediates diastereoselective heterocyclization in the second step.",

author = "Moon, {Hong Sik} and Eisenberg, {Shawn W E} and Wilson, {Mark E.} and Schore, {Neil E.} and Kurth, {Mark J.}",

year = "1994",

language = "English (US)",

volume = "59",

pages = "6504--6505",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

T1 - Preparation of nonracemic 3,5-disubstituted-γ-butyrolactones

T2 - An effective sequent auxiliary for amide alkylation and iodolactonization

AU - Moon, Hong Sik

AU - Eisenberg, Shawn W E

AU - Wilson, Mark E.

AU - Schore, Neil E.

AU - Kurth, Mark J.

PY - 1994

Y1 - 1994

N2 - The effective dual use of a chiral auxiliary in two sequential steps is reported; this sequent auxiliary mediates diastereoselective C-C bond formation in the first step and mediates diastereoselective heterocyclization in the second step.

AB - The effective dual use of a chiral auxiliary in two sequential steps is reported; this sequent auxiliary mediates diastereoselective C-C bond formation in the first step and mediates diastereoselective heterocyclization in the second step.

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UR - http://www.scopus.com/inward/citedby.url?scp=0028072784&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0028072784

VL - 59

SP - 6504

EP - 6505

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 22

ER -