Highly diastereoselective diels-alder reaction mediated by a chiral auxiliary derived from amino indanol: The role of conformation on diastereoselectivity

Ian W. Davies; Chris H. Senanayake; Laurie Castonguay; Robert D. Larsen; Thomas R. Verhoeven; Paul J. Reider

doi:10.1016/0040-4039(95)01584-5

Highly diastereoselective diels-alder reaction mediated by a chiral auxiliary derived from amino indanol: The role of conformation on diastereoselectivity

Ian W. Davies
, Chris H. Senanayake
, Laurie Castonguay
, Robert D. Larsen
, Thomas R. Verhoeven
, Paul J. Reider

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

56 Scopus citations

Abstract

The oxazolidinone 2 derived from amino indanol 1 functions as a very efficient chiral auxiliary for the Diels-Alder reaction. The effect of conformation has been explored using a range of constrained phenyl glycinol analogues.

Original language	English (US)
Pages (from-to)	7619-7622
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	42
DOIs	https://doi.org/10.1016/0040-4039(95)01584-5
State	Published - Oct 16 1995
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(95)01584-5

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title = "Highly diastereoselective diels-alder reaction mediated by a chiral auxiliary derived from amino indanol: The role of conformation on diastereoselectivity",

abstract = "The oxazolidinone 2 derived from amino indanol 1 functions as a very efficient chiral auxiliary for the Diels-Alder reaction. The effect of conformation has been explored using a range of constrained phenyl glycinol analogues.",

author = "Davies, \{Ian W.\} and Senanayake, \{Chris H.\} and Laurie Castonguay and Larsen, \{Robert D.\} and Verhoeven, \{Thomas R.\} and Reider, \{Paul J.\}",

year = "1995",

month = oct,

day = "16",

doi = "10.1016/0040-4039(95)01584-5",

language = "English (US)",

volume = "36",

pages = "7619--7622",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "42",

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T1 - Highly diastereoselective diels-alder reaction mediated by a chiral auxiliary derived from amino indanol

T2 - The role of conformation on diastereoselectivity

AU - Davies, Ian W.

AU - Senanayake, Chris H.

AU - Castonguay, Laurie

AU - Larsen, Robert D.

AU - Verhoeven, Thomas R.

AU - Reider, Paul J.

PY - 1995/10/16

Y1 - 1995/10/16

N2 - The oxazolidinone 2 derived from amino indanol 1 functions as a very efficient chiral auxiliary for the Diels-Alder reaction. The effect of conformation has been explored using a range of constrained phenyl glycinol analogues.

AB - The oxazolidinone 2 derived from amino indanol 1 functions as a very efficient chiral auxiliary for the Diels-Alder reaction. The effect of conformation has been explored using a range of constrained phenyl glycinol analogues.

UR - https://www.scopus.com/pages/publications/0028840495

UR - https://www.scopus.com/pages/publications/0028840495#tab=citedBy

U2 - 10.1016/0040-4039(95)01584-5

DO - 10.1016/0040-4039(95)01584-5

M3 - Article

AN - SCOPUS:0028840495

SN - 0040-4039

VL - 36

SP - 7619

EP - 7622

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 42

ER -

Highly diastereoselective diels-alder reaction mediated by a chiral auxiliary derived from amino indanol: The role of conformation on diastereoselectivity

Abstract

All Science Journal Classification (ASJC) codes

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