Stereocontrolled approach to δ- and γ-lactones and 1,3-diols. The role of X- ion in the selenolactonization

Michelangelo Gruttadauria; Carmela Aprile; Renato Noto

doi:10.1016/S0040-4039(02)00093-X

Stereocontrolled approach to δ- and γ-lactones and 1,3-diols. The role of X^- ion in the selenolactonization

Michelangelo Gruttadauria, Carmela Aprile, Renato Noto

Unit of nanomaterials chemistry

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

Abstract

Two complementary approaches have been realized for the stereoselective synthesis of 4,6-disubstituted δ-lactones and 1,3-anti and syn diols. In the 6-endo selenolactonization the role of the X^- ion on the stereoselectivity is shown. Moreover, the highly stereoselective transformation of the 6-endo δ-lactone to the 5-exo γ-lactone is reported.

Original language	English
Pages (from-to)	1669-1672
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4039(02)00093-X
Publication status	Published - 25 Feb 2002

Keywords

Cyclization
Selenium

Access to Document

10.1016/S0040-4039(02)00093-X

Cite this

@article{6a1cea8dc3324ff9b6f5575fa9448321,

title = "Stereocontrolled approach to δ- and γ-lactones and 1,3-diols. The role of X- ion in the selenolactonization",

abstract = "Two complementary approaches have been realized for the stereoselective synthesis of 4,6-disubstituted δ-lactones and 1,3-anti and syn diols. In the 6-endo selenolactonization the role of the X- ion on the stereoselectivity is shown. Moreover, the highly stereoselective transformation of the 6-endo δ-lactone to the 5-exo γ-lactone is reported.",

keywords = "Cyclization, Selenium",

author = "Michelangelo Gruttadauria and Carmela Aprile and Renato Noto",

year = "2002",

month = feb,

day = "25",

doi = "10.1016/S0040-4039(02)00093-X",

language = "English",

volume = "43",

pages = "1669--1672",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "9",

}

TY - JOUR

T1 - Stereocontrolled approach to δ- and γ-lactones and 1,3-diols. The role of X- ion in the selenolactonization

AU - Gruttadauria, Michelangelo

AU - Aprile, Carmela

AU - Noto, Renato

PY - 2002/2/25

Y1 - 2002/2/25

N2 - Two complementary approaches have been realized for the stereoselective synthesis of 4,6-disubstituted δ-lactones and 1,3-anti and syn diols. In the 6-endo selenolactonization the role of the X- ion on the stereoselectivity is shown. Moreover, the highly stereoselective transformation of the 6-endo δ-lactone to the 5-exo γ-lactone is reported.

AB - Two complementary approaches have been realized for the stereoselective synthesis of 4,6-disubstituted δ-lactones and 1,3-anti and syn diols. In the 6-endo selenolactonization the role of the X- ion on the stereoselectivity is shown. Moreover, the highly stereoselective transformation of the 6-endo δ-lactone to the 5-exo γ-lactone is reported.

KW - Cyclization

KW - Selenium

UR - http://www.scopus.com/inward/record.url?scp=0037170113&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(02)00093-X

DO - 10.1016/S0040-4039(02)00093-X

M3 - Article

AN - SCOPUS:0037170113

SN - 0040-4039

VL - 43

SP - 1669

EP - 1672

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Stereocontrolled approach to δ- and γ-lactones and 1,3-diols. The role of X^- ion in the selenolactonization

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this